Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivativesPresented in part at the V Congreso Internacional de la Sociedade de Química Terapeutica, Spain, 23-25 September, 1987, Xth International Symposium on Medicinal Chemistry, Hungary, 15-19 August, 1988, and 11°-12° Encontro Anual da Sociedade Portuguesa de Química, Portugal, 1988 and 1991.
Esculetin (1) and the novel compounds 5-chloroesculetin (5) and 5-bromoesculetin (6) were obtained from a light-induced cyclization of trans-caffeic acid (3) catalyzed by [FeNa(edta)] and/or H2SO4, HCI, or HBr (Scheme 1). The experimental conditions for trans-cis-isomerization of the cinnamic-acid d...
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Gespeichert in:
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E-Artikel |
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| Sprache: |
Deutsch |
| Erschienen: |
1992 |
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| Umfang: |
4 Ill. ; 2 Tab. 8 |
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| Reproduktion: |
Wiley InterScience Backfile Collection 1832-2000 |
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| Übergeordnetes Werk: |
in: Helvetica Chimica Acta - New York, NY : Wiley-VCH, 75(1992) vom: Apr., Seite 1061-1068 |
| Übergeordnetes Werk: |
volume:75 ; year:1992 ; month:04 ; pages:1061-1068 ; extent:8 |
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(DE-627)NLEJ162669712 DE-627 ger DE-627 rakwb ger Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivativesPresented in part at the V Congreso Internacional de la Sociedade de Química Terapeutica, Spain, 23-25 September, 1987, Xth International Symposium on Medicinal Chemistry, Hungary, 15-19 August, 1988, and 11°-12° Encontro Anual da Sociedade Portuguesa de Química, Portugal, 1988 and 1991. 1992 4 Ill. 2 Tab. 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Esculetin (1) and the novel compounds 5-chloroesculetin (5) and 5-bromoesculetin (6) were obtained from a light-induced cyclization of trans-caffeic acid (3) catalyzed by [FeNa(edta)] and/or H2SO4, HCI, or HBr (Scheme 1). The experimental conditions for trans-cis-isomerization of the cinnamic-acid derivative 3 and subsequent non-enzymatic cyclization were described. The photoperiod and the presence of air and iron-chelate catalyst are shown to be important parameters that markedly affect yields. The reactions probably occur by a free-radical mechanism involving a photo-initiated one-electron redox process (Scheme 2). Wiley InterScience Backfile Collection 1832-2000 Borges, Fernanda oth Pinto, Madalena oth in Helvetica Chimica Acta New York, NY : Wiley-VCH 75(1992) vom: Apr., Seite 1061-1068 (DE-627)NLEJ159071178 (DE-600)1475013-2 0018-019X nnns volume:75 year:1992 month:04 pages:1061-1068 extent:8 http://dx.doi.org/10.1002/hlca.19920750409 text/html Deutschlandweit zugänglich GBV_USEFLAG_U ZDB-1-WIS GBV_NL_ARTICLE AR 75 1992 4 1061-1068 8 |
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(DE-627)NLEJ162669712 DE-627 ger DE-627 rakwb ger Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivativesPresented in part at the V Congreso Internacional de la Sociedade de Química Terapeutica, Spain, 23-25 September, 1987, Xth International Symposium on Medicinal Chemistry, Hungary, 15-19 August, 1988, and 11°-12° Encontro Anual da Sociedade Portuguesa de Química, Portugal, 1988 and 1991. 1992 4 Ill. 2 Tab. 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Esculetin (1) and the novel compounds 5-chloroesculetin (5) and 5-bromoesculetin (6) were obtained from a light-induced cyclization of trans-caffeic acid (3) catalyzed by [FeNa(edta)] and/or H2SO4, HCI, or HBr (Scheme 1). The experimental conditions for trans-cis-isomerization of the cinnamic-acid derivative 3 and subsequent non-enzymatic cyclization were described. The photoperiod and the presence of air and iron-chelate catalyst are shown to be important parameters that markedly affect yields. The reactions probably occur by a free-radical mechanism involving a photo-initiated one-electron redox process (Scheme 2). Wiley InterScience Backfile Collection 1832-2000 Borges, Fernanda oth Pinto, Madalena oth in Helvetica Chimica Acta New York, NY : Wiley-VCH 75(1992) vom: Apr., Seite 1061-1068 (DE-627)NLEJ159071178 (DE-600)1475013-2 0018-019X nnns volume:75 year:1992 month:04 pages:1061-1068 extent:8 http://dx.doi.org/10.1002/hlca.19920750409 text/html Deutschlandweit zugänglich GBV_USEFLAG_U ZDB-1-WIS GBV_NL_ARTICLE AR 75 1992 4 1061-1068 8 |
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(DE-627)NLEJ162669712 DE-627 ger DE-627 rakwb ger Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivativesPresented in part at the V Congreso Internacional de la Sociedade de Química Terapeutica, Spain, 23-25 September, 1987, Xth International Symposium on Medicinal Chemistry, Hungary, 15-19 August, 1988, and 11°-12° Encontro Anual da Sociedade Portuguesa de Química, Portugal, 1988 and 1991. 1992 4 Ill. 2 Tab. 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Esculetin (1) and the novel compounds 5-chloroesculetin (5) and 5-bromoesculetin (6) were obtained from a light-induced cyclization of trans-caffeic acid (3) catalyzed by [FeNa(edta)] and/or H2SO4, HCI, or HBr (Scheme 1). The experimental conditions for trans-cis-isomerization of the cinnamic-acid derivative 3 and subsequent non-enzymatic cyclization were described. The photoperiod and the presence of air and iron-chelate catalyst are shown to be important parameters that markedly affect yields. The reactions probably occur by a free-radical mechanism involving a photo-initiated one-electron redox process (Scheme 2). Wiley InterScience Backfile Collection 1832-2000 Borges, Fernanda oth Pinto, Madalena oth in Helvetica Chimica Acta New York, NY : Wiley-VCH 75(1992) vom: Apr., Seite 1061-1068 (DE-627)NLEJ159071178 (DE-600)1475013-2 0018-019X nnns volume:75 year:1992 month:04 pages:1061-1068 extent:8 http://dx.doi.org/10.1002/hlca.19920750409 text/html Deutschlandweit zugänglich GBV_USEFLAG_U ZDB-1-WIS GBV_NL_ARTICLE AR 75 1992 4 1061-1068 8 |
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(DE-627)NLEJ162669712 DE-627 ger DE-627 rakwb ger Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivativesPresented in part at the V Congreso Internacional de la Sociedade de Química Terapeutica, Spain, 23-25 September, 1987, Xth International Symposium on Medicinal Chemistry, Hungary, 15-19 August, 1988, and 11°-12° Encontro Anual da Sociedade Portuguesa de Química, Portugal, 1988 and 1991. 1992 4 Ill. 2 Tab. 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Esculetin (1) and the novel compounds 5-chloroesculetin (5) and 5-bromoesculetin (6) were obtained from a light-induced cyclization of trans-caffeic acid (3) catalyzed by [FeNa(edta)] and/or H2SO4, HCI, or HBr (Scheme 1). The experimental conditions for trans-cis-isomerization of the cinnamic-acid derivative 3 and subsequent non-enzymatic cyclization were described. The photoperiod and the presence of air and iron-chelate catalyst are shown to be important parameters that markedly affect yields. The reactions probably occur by a free-radical mechanism involving a photo-initiated one-electron redox process (Scheme 2). Wiley InterScience Backfile Collection 1832-2000 Borges, Fernanda oth Pinto, Madalena oth in Helvetica Chimica Acta New York, NY : Wiley-VCH 75(1992) vom: Apr., Seite 1061-1068 (DE-627)NLEJ159071178 (DE-600)1475013-2 0018-019X nnns volume:75 year:1992 month:04 pages:1061-1068 extent:8 http://dx.doi.org/10.1002/hlca.19920750409 text/html Deutschlandweit zugänglich GBV_USEFLAG_U ZDB-1-WIS GBV_NL_ARTICLE AR 75 1992 4 1061-1068 8 |
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(DE-627)NLEJ162669712 DE-627 ger DE-627 rakwb ger Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivativesPresented in part at the V Congreso Internacional de la Sociedade de Química Terapeutica, Spain, 23-25 September, 1987, Xth International Symposium on Medicinal Chemistry, Hungary, 15-19 August, 1988, and 11°-12° Encontro Anual da Sociedade Portuguesa de Química, Portugal, 1988 and 1991. 1992 4 Ill. 2 Tab. 8 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Esculetin (1) and the novel compounds 5-chloroesculetin (5) and 5-bromoesculetin (6) were obtained from a light-induced cyclization of trans-caffeic acid (3) catalyzed by [FeNa(edta)] and/or H2SO4, HCI, or HBr (Scheme 1). The experimental conditions for trans-cis-isomerization of the cinnamic-acid derivative 3 and subsequent non-enzymatic cyclization were described. The photoperiod and the presence of air and iron-chelate catalyst are shown to be important parameters that markedly affect yields. The reactions probably occur by a free-radical mechanism involving a photo-initiated one-electron redox process (Scheme 2). Wiley InterScience Backfile Collection 1832-2000 Borges, Fernanda oth Pinto, Madalena oth in Helvetica Chimica Acta New York, NY : Wiley-VCH 75(1992) vom: Apr., Seite 1061-1068 (DE-627)NLEJ159071178 (DE-600)1475013-2 0018-019X nnns volume:75 year:1992 month:04 pages:1061-1068 extent:8 http://dx.doi.org/10.1002/hlca.19920750409 text/html Deutschlandweit zugänglich GBV_USEFLAG_U ZDB-1-WIS GBV_NL_ARTICLE AR 75 1992 4 1061-1068 8 |
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Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivativesPresented in part at the V Congreso Internacional de la Sociedade de Química Terapeutica, Spain, 23-25 September, 1987, Xth International Symposium on Medicinal Chemistry, Hungary, 15-19 August, 1988, and 11°-12° Encontro Anual da Sociedade Portuguesa de Química, Portugal, 1988 and 1991 |
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Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivativesPresented in part at the V Congreso Internacional de la Sociedade de Química Terapeutica, Spain, 23-25 September, 1987, Xth International Symposium on Medicinal Chemistry, Hungary, 15-19 August, 1988, and 11°-12° Encontro Anual da Sociedade Portuguesa de Química, Portugal, 1988 and 1991. |
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Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivativesPresented in part at the V Congreso Internacional de la Sociedade de Química Terapeutica, Spain, 23-25 September, 1987, Xth International Symposium on Medicinal Chemistry, Hungary, 15-19 August, 1988, and 11°-12° Encontro Anual da Sociedade Portuguesa de Química, Portugal, 1988 and 1991. |
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Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivativesPresented in part at the V Congreso Internacional de la Sociedade de Química Terapeutica, Spain, 23-25 September, 1987, Xth International Symposium on Medicinal Chemistry, Hungary, 15-19 August, 1988, and 11°-12° Encontro Anual da Sociedade Portuguesa de Química, Portugal, 1988 and 1991 |
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synthesis of coumarins and derivatives. part 1. biomimetic synthesis of esculetin and halogenated derivativespresented in part at the v congreso internacional de la sociedade de química terapeutica, spain, 23-25 september, 1987, xth international symposium on medicinal chemistry, hungary, 15-19 august, 1988, and 11°-12° encontro anual da sociedade portuguesa de química, portugal, 1988 and 1991 |
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Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivativesPresented in part at the V Congreso Internacional de la Sociedade de Química Terapeutica, Spain, 23-25 September, 1987, Xth International Symposium on Medicinal Chemistry, Hungary, 15-19 August, 1988, and 11°-12° Encontro Anual da Sociedade Portuguesa de Química, Portugal, 1988 and 1991. |
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Esculetin (1) and the novel compounds 5-chloroesculetin (5) and 5-bromoesculetin (6) were obtained from a light-induced cyclization of trans-caffeic acid (3) catalyzed by [FeNa(edta)] and/or H2SO4, HCI, or HBr (Scheme 1). The experimental conditions for trans-cis-isomerization of the cinnamic-acid derivative 3 and subsequent non-enzymatic cyclization were described. The photoperiod and the presence of air and iron-chelate catalyst are shown to be important parameters that markedly affect yields. The reactions probably occur by a free-radical mechanism involving a photo-initiated one-electron redox process (Scheme 2). |
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Esculetin (1) and the novel compounds 5-chloroesculetin (5) and 5-bromoesculetin (6) were obtained from a light-induced cyclization of trans-caffeic acid (3) catalyzed by [FeNa(edta)] and/or H2SO4, HCI, or HBr (Scheme 1). The experimental conditions for trans-cis-isomerization of the cinnamic-acid derivative 3 and subsequent non-enzymatic cyclization were described. The photoperiod and the presence of air and iron-chelate catalyst are shown to be important parameters that markedly affect yields. The reactions probably occur by a free-radical mechanism involving a photo-initiated one-electron redox process (Scheme 2). |
| abstract_unstemmed |
Esculetin (1) and the novel compounds 5-chloroesculetin (5) and 5-bromoesculetin (6) were obtained from a light-induced cyclization of trans-caffeic acid (3) catalyzed by [FeNa(edta)] and/or H2SO4, HCI, or HBr (Scheme 1). The experimental conditions for trans-cis-isomerization of the cinnamic-acid derivative 3 and subsequent non-enzymatic cyclization were described. The photoperiod and the presence of air and iron-chelate catalyst are shown to be important parameters that markedly affect yields. The reactions probably occur by a free-radical mechanism involving a photo-initiated one-electron redox process (Scheme 2). |
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<?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01000caa a22002652 4500</leader><controlfield tag="001">NLEJ162669712</controlfield><controlfield tag="003">DE-627</controlfield><controlfield tag="005">20210707094826.0</controlfield><controlfield tag="007">cr uuu---uuuuu</controlfield><controlfield tag="008">070201s1992 xx |||||o 00| ||ger c</controlfield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-627)NLEJ162669712</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-627</subfield><subfield code="b">ger</subfield><subfield code="c">DE-627</subfield><subfield code="e">rakwb</subfield></datafield><datafield tag="041" ind1=" " ind2=" "><subfield code="a">ger</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Synthesis of Coumarins and Derivatives. Part 1. Biomimetic synthesis of esculetin and halogenated derivativesPresented in part at the V Congreso Internacional de la Sociedade de Química Terapeutica, Spain, 23-25 September, 1987, Xth International Symposium on Medicinal Chemistry, Hungary, 15-19 August, 1988, and 11°-12° Encontro Anual da Sociedade Portuguesa de Química, Portugal, 1988 and 1991.</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="c">1992</subfield></datafield><datafield tag="300" ind1=" " ind2=" "><subfield code="b">4 Ill.</subfield><subfield code="b">2 Tab.</subfield></datafield><datafield tag="300" ind1=" " ind2=" "><subfield code="a">8</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="a">nicht spezifiziert</subfield><subfield code="b">zzz</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="a">nicht spezifiziert</subfield><subfield code="b">z</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="a">nicht spezifiziert</subfield><subfield code="b">zu</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">Esculetin (1) and the novel compounds 5-chloroesculetin (5) and 5-bromoesculetin (6) were obtained from a light-induced cyclization of trans-caffeic acid (3) catalyzed by [FeNa(edta)] and/or H2SO4, HCI, or HBr (Scheme 1). The experimental conditions for trans-cis-isomerization of the cinnamic-acid derivative 3 and subsequent non-enzymatic cyclization were described. The photoperiod and the presence of air and iron-chelate catalyst are shown to be important parameters that markedly affect yields. The reactions probably occur by a free-radical mechanism involving a photo-initiated one-electron redox process (Scheme 2).</subfield></datafield><datafield tag="533" ind1=" " ind2=" "><subfield code="f">Wiley InterScience Backfile Collection 1832-2000</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Borges, Fernanda</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Pinto, Madalena</subfield><subfield code="4">oth</subfield></datafield><datafield tag="773" ind1="0" ind2="8"><subfield code="i">in</subfield><subfield code="t">Helvetica Chimica Acta</subfield><subfield code="d">New York, NY : Wiley-VCH</subfield><subfield code="g">75(1992) vom: Apr., Seite 1061-1068</subfield><subfield code="w">(DE-627)NLEJ159071178</subfield><subfield code="w">(DE-600)1475013-2</subfield><subfield code="x">0018-019X</subfield><subfield code="7">nnns</subfield></datafield><datafield tag="773" ind1="1" ind2="8"><subfield code="g">volume:75</subfield><subfield code="g">year:1992</subfield><subfield code="g">month:04</subfield><subfield code="g">pages:1061-1068</subfield><subfield code="g">extent:8</subfield></datafield><datafield tag="856" ind1="4" ind2="0"><subfield code="u">http://dx.doi.org/10.1002/hlca.19920750409</subfield><subfield code="q">text/html</subfield><subfield code="z">Deutschlandweit zugänglich</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_USEFLAG_U</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">ZDB-1-WIS</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_NL_ARTICLE</subfield></datafield><datafield tag="951" ind1=" " ind2=" "><subfield code="a">AR</subfield></datafield><datafield tag="952" ind1=" " ind2=" "><subfield code="d">75</subfield><subfield code="j">1992</subfield><subfield code="c">4</subfield><subfield code="h">1061-1068</subfield><subfield code="g">8</subfield></datafield></record></collection>
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