Oxidation of Methyl Function of 3,3-(3-Fluorobenzyl)-2-Propanone by Thionyl Chloride
In the presence of a catalytic amount of a tertiary amine, thionyl chloride generally oxidizes carboxylic acids1,2 and ketones1 at α carbon atoms to form α-chloro-α-chlorosulfenyl derivatives and their subsequent reaction products. Examination of reaction mixtures of thionyl chloride with a number o...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Sehgal, R. K. [verfasserIn] Krubsack, A. J. [verfasserIn] |
|---|
| Format: |
E-Artikel |
|---|---|
| Sprache: |
Englisch |
| Erschienen: |
2011 |
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| Übergeordnetes Werk: |
Enthalten in: Synthetic communications - Philadelphia, Pa. : Taylor & Francis, 1971, 10(1980), 3, Seite 245-251 |
|---|---|
| Übergeordnetes Werk: |
number:3 ; volume:10 ; year:1980 ; pages:245-251 |
| Links: |
|---|
| DOI / URN: |
10.1080/00397918008064229 |
|---|
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NLEJ252311930 |
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| 520 | |a In the presence of a catalytic amount of a tertiary amine, thionyl chloride generally oxidizes carboxylic acids1,2 and ketones1 at α carbon atoms to form α-chloro-α-chlorosulfenyl derivatives and their subsequent reaction products. Examination of reaction mixtures of thionyl chloride with a number of variously substituted 4-aryl-2-butanones revealed that in the case of the 3-methoxy or 3-hydroxy derivatives, cyclization onto the aromatic ring to form a benzo[b] thiophene competes quite favorably with cyclization onto enol to form a thietanone.4 The results were consistent only with thionyl chloride oxidation proceeding exclusively at the methylene position. | ||
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10.1080/00397918008064229 doi (DE-627)NLEJ252311930 (TFO)762540240 DE-627 ger DE-627 rda eng Sehgal, R. K. verfasserin aut Oxidation of Methyl Function of 3,3-(3-Fluorobenzyl)-2-Propanone by Thionyl Chloride 2011 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In the presence of a catalytic amount of a tertiary amine, thionyl chloride generally oxidizes carboxylic acids1,2 and ketones1 at α carbon atoms to form α-chloro-α-chlorosulfenyl derivatives and their subsequent reaction products. Examination of reaction mixtures of thionyl chloride with a number of variously substituted 4-aryl-2-butanones revealed that in the case of the 3-methoxy or 3-hydroxy derivatives, cyclization onto the aromatic ring to form a benzo[b] thiophene competes quite favorably with cyclization onto enol to form a thietanone.4 The results were consistent only with thionyl chloride oxidation proceeding exclusively at the methylene position. Krubsack, A. J. verfasserin aut Enthalten in Synthetic communications Philadelphia, Pa. : Taylor & Francis, 1971 10(1980), 3, Seite 245-251 Online-Ressource (DE-627)NLEJ252311264 (DE-600)2043259-8 (DE-576)117544086 1532-2432 nnns number:3 volume:10 year:1980 pages:245-251 https://www.tib.eu/de/suchen/id/tandf%3A5a889a092fc92390f5596844ddbed40211a0d7fb Digitalisierung Deutschlandweit zugänglich ZDB-1-TFO GBV_NL_ARTICLE AR 3 10 1980 245-251 |
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10.1080/00397918008064229 doi (DE-627)NLEJ252311930 (TFO)762540240 DE-627 ger DE-627 rda eng Sehgal, R. K. verfasserin aut Oxidation of Methyl Function of 3,3-(3-Fluorobenzyl)-2-Propanone by Thionyl Chloride 2011 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In the presence of a catalytic amount of a tertiary amine, thionyl chloride generally oxidizes carboxylic acids1,2 and ketones1 at α carbon atoms to form α-chloro-α-chlorosulfenyl derivatives and their subsequent reaction products. Examination of reaction mixtures of thionyl chloride with a number of variously substituted 4-aryl-2-butanones revealed that in the case of the 3-methoxy or 3-hydroxy derivatives, cyclization onto the aromatic ring to form a benzo[b] thiophene competes quite favorably with cyclization onto enol to form a thietanone.4 The results were consistent only with thionyl chloride oxidation proceeding exclusively at the methylene position. Krubsack, A. J. verfasserin aut Enthalten in Synthetic communications Philadelphia, Pa. : Taylor & Francis, 1971 10(1980), 3, Seite 245-251 Online-Ressource (DE-627)NLEJ252311264 (DE-600)2043259-8 (DE-576)117544086 1532-2432 nnns number:3 volume:10 year:1980 pages:245-251 https://www.tib.eu/de/suchen/id/tandf%3A5a889a092fc92390f5596844ddbed40211a0d7fb Digitalisierung Deutschlandweit zugänglich ZDB-1-TFO GBV_NL_ARTICLE AR 3 10 1980 245-251 |
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10.1080/00397918008064229 doi (DE-627)NLEJ252311930 (TFO)762540240 DE-627 ger DE-627 rda eng Sehgal, R. K. verfasserin aut Oxidation of Methyl Function of 3,3-(3-Fluorobenzyl)-2-Propanone by Thionyl Chloride 2011 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In the presence of a catalytic amount of a tertiary amine, thionyl chloride generally oxidizes carboxylic acids1,2 and ketones1 at α carbon atoms to form α-chloro-α-chlorosulfenyl derivatives and their subsequent reaction products. Examination of reaction mixtures of thionyl chloride with a number of variously substituted 4-aryl-2-butanones revealed that in the case of the 3-methoxy or 3-hydroxy derivatives, cyclization onto the aromatic ring to form a benzo[b] thiophene competes quite favorably with cyclization onto enol to form a thietanone.4 The results were consistent only with thionyl chloride oxidation proceeding exclusively at the methylene position. Krubsack, A. J. verfasserin aut Enthalten in Synthetic communications Philadelphia, Pa. : Taylor & Francis, 1971 10(1980), 3, Seite 245-251 Online-Ressource (DE-627)NLEJ252311264 (DE-600)2043259-8 (DE-576)117544086 1532-2432 nnns number:3 volume:10 year:1980 pages:245-251 https://www.tib.eu/de/suchen/id/tandf%3A5a889a092fc92390f5596844ddbed40211a0d7fb Digitalisierung Deutschlandweit zugänglich ZDB-1-TFO GBV_NL_ARTICLE AR 3 10 1980 245-251 |
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10.1080/00397918008064229 doi (DE-627)NLEJ252311930 (TFO)762540240 DE-627 ger DE-627 rda eng Sehgal, R. K. verfasserin aut Oxidation of Methyl Function of 3,3-(3-Fluorobenzyl)-2-Propanone by Thionyl Chloride 2011 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In the presence of a catalytic amount of a tertiary amine, thionyl chloride generally oxidizes carboxylic acids1,2 and ketones1 at α carbon atoms to form α-chloro-α-chlorosulfenyl derivatives and their subsequent reaction products. Examination of reaction mixtures of thionyl chloride with a number of variously substituted 4-aryl-2-butanones revealed that in the case of the 3-methoxy or 3-hydroxy derivatives, cyclization onto the aromatic ring to form a benzo[b] thiophene competes quite favorably with cyclization onto enol to form a thietanone.4 The results were consistent only with thionyl chloride oxidation proceeding exclusively at the methylene position. Krubsack, A. J. verfasserin aut Enthalten in Synthetic communications Philadelphia, Pa. : Taylor & Francis, 1971 10(1980), 3, Seite 245-251 Online-Ressource (DE-627)NLEJ252311264 (DE-600)2043259-8 (DE-576)117544086 1532-2432 nnns number:3 volume:10 year:1980 pages:245-251 https://www.tib.eu/de/suchen/id/tandf%3A5a889a092fc92390f5596844ddbed40211a0d7fb Digitalisierung Deutschlandweit zugänglich ZDB-1-TFO GBV_NL_ARTICLE AR 3 10 1980 245-251 |
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10.1080/00397918008064229 doi (DE-627)NLEJ252311930 (TFO)762540240 DE-627 ger DE-627 rda eng Sehgal, R. K. verfasserin aut Oxidation of Methyl Function of 3,3-(3-Fluorobenzyl)-2-Propanone by Thionyl Chloride 2011 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier In the presence of a catalytic amount of a tertiary amine, thionyl chloride generally oxidizes carboxylic acids1,2 and ketones1 at α carbon atoms to form α-chloro-α-chlorosulfenyl derivatives and their subsequent reaction products. Examination of reaction mixtures of thionyl chloride with a number of variously substituted 4-aryl-2-butanones revealed that in the case of the 3-methoxy or 3-hydroxy derivatives, cyclization onto the aromatic ring to form a benzo[b] thiophene competes quite favorably with cyclization onto enol to form a thietanone.4 The results were consistent only with thionyl chloride oxidation proceeding exclusively at the methylene position. Krubsack, A. J. verfasserin aut Enthalten in Synthetic communications Philadelphia, Pa. : Taylor & Francis, 1971 10(1980), 3, Seite 245-251 Online-Ressource (DE-627)NLEJ252311264 (DE-600)2043259-8 (DE-576)117544086 1532-2432 nnns number:3 volume:10 year:1980 pages:245-251 https://www.tib.eu/de/suchen/id/tandf%3A5a889a092fc92390f5596844ddbed40211a0d7fb Digitalisierung Deutschlandweit zugänglich ZDB-1-TFO GBV_NL_ARTICLE AR 3 10 1980 245-251 |
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Sehgal, R. K. |
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Oxidation of Methyl Function of 3,3-(3-Fluorobenzyl)-2-Propanone by Thionyl Chloride |
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oxidation of methyl function of 3,3-(3-fluorobenzyl)-2-propanone by thionyl chloride |
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Oxidation of Methyl Function of 3,3-(3-Fluorobenzyl)-2-Propanone by Thionyl Chloride |
| abstract |
In the presence of a catalytic amount of a tertiary amine, thionyl chloride generally oxidizes carboxylic acids1,2 and ketones1 at α carbon atoms to form α-chloro-α-chlorosulfenyl derivatives and their subsequent reaction products. Examination of reaction mixtures of thionyl chloride with a number of variously substituted 4-aryl-2-butanones revealed that in the case of the 3-methoxy or 3-hydroxy derivatives, cyclization onto the aromatic ring to form a benzo[b] thiophene competes quite favorably with cyclization onto enol to form a thietanone.4 The results were consistent only with thionyl chloride oxidation proceeding exclusively at the methylene position. |
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In the presence of a catalytic amount of a tertiary amine, thionyl chloride generally oxidizes carboxylic acids1,2 and ketones1 at α carbon atoms to form α-chloro-α-chlorosulfenyl derivatives and their subsequent reaction products. Examination of reaction mixtures of thionyl chloride with a number of variously substituted 4-aryl-2-butanones revealed that in the case of the 3-methoxy or 3-hydroxy derivatives, cyclization onto the aromatic ring to form a benzo[b] thiophene competes quite favorably with cyclization onto enol to form a thietanone.4 The results were consistent only with thionyl chloride oxidation proceeding exclusively at the methylene position. |
| abstract_unstemmed |
In the presence of a catalytic amount of a tertiary amine, thionyl chloride generally oxidizes carboxylic acids1,2 and ketones1 at α carbon atoms to form α-chloro-α-chlorosulfenyl derivatives and their subsequent reaction products. Examination of reaction mixtures of thionyl chloride with a number of variously substituted 4-aryl-2-butanones revealed that in the case of the 3-methoxy or 3-hydroxy derivatives, cyclization onto the aromatic ring to form a benzo[b] thiophene competes quite favorably with cyclization onto enol to form a thietanone.4 The results were consistent only with thionyl chloride oxidation proceeding exclusively at the methylene position. |
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Oxidation of Methyl Function of 3,3-(3-Fluorobenzyl)-2-Propanone by Thionyl Chloride |
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<?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01000naa a22002652 4500</leader><controlfield tag="001">NLEJ252311930</controlfield><controlfield tag="003">DE-627</controlfield><controlfield tag="005">20231206141901.0</controlfield><controlfield tag="007">cr uuu---uuuuu</controlfield><controlfield tag="008">231206s2011 xx |||||o 00| ||eng c</controlfield><datafield tag="024" ind1="7" ind2=" "><subfield code="a">10.1080/00397918008064229</subfield><subfield code="2">doi</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-627)NLEJ252311930</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(TFO)762540240</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">rda</subfield></datafield><datafield tag="041" ind1=" " ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="100" ind1="1" ind2=" "><subfield code="a">Sehgal, R. K.</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Oxidation of Methyl Function of 3,3-(3-Fluorobenzyl)-2-Propanone by Thionyl Chloride</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="c">2011</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="a">Text</subfield><subfield code="b">txt</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="a">Computermedien</subfield><subfield code="b">c</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="a">Online-Ressource</subfield><subfield code="b">cr</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">In the presence of a catalytic amount of a tertiary amine, thionyl chloride generally oxidizes carboxylic acids1,2 and ketones1 at α carbon atoms to form α-chloro-α-chlorosulfenyl derivatives and their subsequent reaction products. Examination of reaction mixtures of thionyl chloride with a number of variously substituted 4-aryl-2-butanones revealed that in the case of the 3-methoxy or 3-hydroxy derivatives, cyclization onto the aromatic ring to form a benzo[b] thiophene competes quite favorably with cyclization onto enol to form a thietanone.4 The results were consistent only with thionyl chloride oxidation proceeding exclusively at the methylene position.</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Krubsack, A. J.</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="773" ind1="0" ind2="8"><subfield code="i">Enthalten in</subfield><subfield code="t">Synthetic communications</subfield><subfield code="d">Philadelphia, Pa. : Taylor & Francis, 1971</subfield><subfield code="g">10(1980), 3, Seite 245-251</subfield><subfield code="h">Online-Ressource</subfield><subfield code="w">(DE-627)NLEJ252311264</subfield><subfield code="w">(DE-600)2043259-8</subfield><subfield code="w">(DE-576)117544086</subfield><subfield code="x">1532-2432</subfield><subfield code="7">nnns</subfield></datafield><datafield tag="773" ind1="1" ind2="8"><subfield code="g">number:3</subfield><subfield code="g">volume:10</subfield><subfield code="g">year:1980</subfield><subfield code="g">pages:245-251</subfield></datafield><datafield tag="856" ind1="4" ind2="0"><subfield code="u">https://www.tib.eu/de/suchen/id/tandf%3A5a889a092fc92390f5596844ddbed40211a0d7fb</subfield><subfield code="x">Digitalisierung</subfield><subfield code="z">Deutschlandweit zugänglich</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">ZDB-1-TFO</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="e">3</subfield><subfield code="d">10</subfield><subfield code="j">1980</subfield><subfield code="h">245-251</subfield></datafield></record></collection>
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