Palladium-catalyzed ortho-halogenations of acetanilides with N-halosuccinimides via direct sp2 C–H bond activation in ball mills

A solvent-free palladium-catalyzed ortho-iodination of acetanilides using N-iodosuccinimide as the iodine source has been developed under ball-milling conditions. This present method avoids the use of hazardous organic solvents, high reaction temperature, and long reaction time and provides a highly...
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Autor*in:	Zi Liu [verfasserIn] Hui Xu [verfasserIn] Guan-Wu Wang [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2018

Schlagwörter:	acetanilide ball milling C–H activation halogenation mechanochemistry N-halosuccinimide palladium catalysis

Übergeordnetes Werk:	In: Beilstein Journal of Organic Chemistry - Beilstein-Institut, 2005, 14(2018), 1, Seite 430-435
Übergeordnetes Werk:	volume:14 ; year:2018 ; number:1 ; pages:430-435

Links:	Link aufrufen Link aufrufen Link aufrufen Journal toc

DOI / URN:	10.3762/bjoc.14.31

Katalog-ID:	DOAJ059423919

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520			\|a A solvent-free palladium-catalyzed ortho-iodination of acetanilides using N-iodosuccinimide as the iodine source has been developed under ball-milling conditions. This present method avoids the use of hazardous organic solvents, high reaction temperature, and long reaction time and provides a highly efficient methodology to realize the regioselective functionalization of acetanilides in yields up to 94% in a ball mill. Furthermore, the current methodology can be extended to the synthesis of ortho-brominated and ortho-chlorinated products in good yields by using the corresponding N-halosuccinimides.
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allfieldsSound	10.3762/bjoc.14.31 doi (DE-627)DOAJ059423919 (DE-599)DOAJe56d4a13ce31413b95f5e3cd4e6d9441 DE-627 ger DE-627 rakwb eng QD241-441 Zi Liu verfasserin aut Palladium-catalyzed ortho-halogenations of acetanilides with N-halosuccinimides via direct sp2 C–H bond activation in ball mills 2018 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier A solvent-free palladium-catalyzed ortho-iodination of acetanilides using N-iodosuccinimide as the iodine source has been developed under ball-milling conditions. This present method avoids the use of hazardous organic solvents, high reaction temperature, and long reaction time and provides a highly efficient methodology to realize the regioselective functionalization of acetanilides in yields up to 94% in a ball mill. Furthermore, the current methodology can be extended to the synthesis of ortho-brominated and ortho-chlorinated products in good yields by using the corresponding N-halosuccinimides. acetanilide ball milling C–H activation halogenation mechanochemistry N-halosuccinimide palladium catalysis Science Q Organic chemistry Hui Xu verfasserin aut Guan-Wu Wang verfasserin aut In Beilstein Journal of Organic Chemistry Beilstein-Institut, 2005 14(2018), 1, Seite 430-435 (DE-627)490226256 (DE-600)2192461-2 18605397 nnns volume:14 year:2018 number:1 pages:430-435 https://doi.org/10.3762/bjoc.14.31 kostenfrei https://doaj.org/article/e56d4a13ce31413b95f5e3cd4e6d9441 kostenfrei https://doi.org/10.3762/bjoc.14.31 kostenfrei https://doaj.org/toc/1860-5397 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_267 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 14 2018 1 430-435
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source	In Beilstein Journal of Organic Chemistry 14(2018), 1, Seite 430-435 volume:14 year:2018 number:1 pages:430-435
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topic_facet	acetanilide ball milling C–H activation halogenation mechanochemistry N-halosuccinimide palladium catalysis Science Q Organic chemistry
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callnumber-first	Q - Science
author	Zi Liu
spellingShingle	Zi Liu misc QD241-441 misc acetanilide misc ball milling misc C–H activation misc halogenation misc mechanochemistry misc N-halosuccinimide misc palladium catalysis misc Science misc Q misc Organic chemistry Palladium-catalyzed ortho-halogenations of acetanilides with N-halosuccinimides via direct sp2 C–H bond activation in ball mills
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topic_title	QD241-441 Palladium-catalyzed ortho-halogenations of acetanilides with N-halosuccinimides via direct sp2 C–H bond activation in ball mills acetanilide ball milling C–H activation halogenation mechanochemistry N-halosuccinimide palladium catalysis
topic	misc QD241-441 misc acetanilide misc ball milling misc C–H activation misc halogenation misc mechanochemistry misc N-halosuccinimide misc palladium catalysis misc Science misc Q misc Organic chemistry
topic_unstemmed	misc QD241-441 misc acetanilide misc ball milling misc C–H activation misc halogenation misc mechanochemistry misc N-halosuccinimide misc palladium catalysis misc Science misc Q misc Organic chemistry
topic_browse	misc QD241-441 misc acetanilide misc ball milling misc C–H activation misc halogenation misc mechanochemistry misc N-halosuccinimide misc palladium catalysis misc Science misc Q misc Organic chemistry
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title	Palladium-catalyzed ortho-halogenations of acetanilides with N-halosuccinimides via direct sp2 C–H bond activation in ball mills
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title_full	Palladium-catalyzed ortho-halogenations of acetanilides with N-halosuccinimides via direct sp2 C–H bond activation in ball mills
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title_sort	palladium-catalyzed ortho-halogenations of acetanilides with n-halosuccinimides via direct sp2 c–h bond activation in ball mills
callnumber	QD241-441
title_auth	Palladium-catalyzed ortho-halogenations of acetanilides with N-halosuccinimides via direct sp2 C–H bond activation in ball mills
abstract	A solvent-free palladium-catalyzed ortho-iodination of acetanilides using N-iodosuccinimide as the iodine source has been developed under ball-milling conditions. This present method avoids the use of hazardous organic solvents, high reaction temperature, and long reaction time and provides a highly efficient methodology to realize the regioselective functionalization of acetanilides in yields up to 94% in a ball mill. Furthermore, the current methodology can be extended to the synthesis of ortho-brominated and ortho-chlorinated products in good yields by using the corresponding N-halosuccinimides.
abstractGer	A solvent-free palladium-catalyzed ortho-iodination of acetanilides using N-iodosuccinimide as the iodine source has been developed under ball-milling conditions. This present method avoids the use of hazardous organic solvents, high reaction temperature, and long reaction time and provides a highly efficient methodology to realize the regioselective functionalization of acetanilides in yields up to 94% in a ball mill. Furthermore, the current methodology can be extended to the synthesis of ortho-brominated and ortho-chlorinated products in good yields by using the corresponding N-halosuccinimides.
abstract_unstemmed	A solvent-free palladium-catalyzed ortho-iodination of acetanilides using N-iodosuccinimide as the iodine source has been developed under ball-milling conditions. This present method avoids the use of hazardous organic solvents, high reaction temperature, and long reaction time and provides a highly efficient methodology to realize the regioselective functionalization of acetanilides in yields up to 94% in a ball mill. Furthermore, the current methodology can be extended to the synthesis of ortho-brominated and ortho-chlorinated products in good yields by using the corresponding N-halosuccinimides.
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title_short	Palladium-catalyzed ortho-halogenations of acetanilides with N-halosuccinimides via direct sp2 C–H bond activation in ball mills
url	https://doi.org/10.3762/bjoc.14.31 https://doaj.org/article/e56d4a13ce31413b95f5e3cd4e6d9441 https://doaj.org/toc/1860-5397
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up_date	2024-07-03T23:24:20.459Z
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Palladium-catalyzed ortho-halogenations of acetanilides with N-halosuccinimides via direct sp2 C–H bond activation in ball mills

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