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Copper(II)-Catalyzed Indolizines Formation Followed by Dehydrogenative Functionalization Cascade to Synthesize 1-Bromoindolizines  ( SCI-EXPANDED收录 EI收录)   被引量:52

文献类型:期刊文献

英文题名:Copper(II)-Catalyzed Indolizines Formation Followed by Dehydrogenative Functionalization Cascade to Synthesize 1-Bromoindolizines

作者:Wang, Fuyao[1,2];Shen, Yongmiao[3];Hu, Huayou[4];Wang, Xiangshan[1,2];Wu, Hui[1,2];Liu, Yun[1,2]

机构:[1]Jiangsu Normal Univ, Jiangsu Key Lab Green Synthet Funct Mat, Xuzhou 221116, Jiangsu, Peoples R China;[2]Jiangsu Normal Univ, Sch Chem & Chem Engn, Xuzhou 221116, Jiangsu, Peoples R China;[3]Shaoxing Univ, Sch Chem & Chem Engn, Shaoxing 312000, Peoples R China;[4]Huaiyin Normal Univ, Sch Chem & Chem Engn, Jiangsu Key Lab Chem Low Dimens Mat, Huaian 223300, Jiangsu, Peoples R China

年份:2014

卷号:79

期号:20

起止页码:9556

外文期刊名:JOURNAL OF ORGANIC CHEMISTRY

收录:SCI-EXPANDED(收录号:WOS:000343527200013)、、EI(收录号:20144400146303)、Scopus(收录号:2-s2.0-84908242591)、WOS、CCR-EXPANDED(收录号:WOS:000343527200013)

基金:The authors gratefully acknowledge the National Natural Science Foundation of China (NSFC 21172188, 21202101, 21202058), the Key Project of Natural Science Research of Universities in Jiangsu Province (14KJA430003), and the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD) for financial support of this work.

语种:英文

外文关键词:Carboxylation - Catalysis - Chlorine compounds - Maleic anhydride - Transition metals

外文摘要:A one-pot; three-component cascade reaction between pyridine, alpha-acylmethylbromide, and rnaleic anhydride, leading to direct access of 1-bromoindolizines in high yields has been developed This P rotocol is accomplished via a reaction Y sequence of 1,3-dipolar cycloaddition of the pyridinium lide with anhdride,cord dative dearboxylation of the primary cycloadduct, and dehydrogenative bromination of the resulting 1-unsubstitn'ted indothzine. Copper chloride was used as a catalyst and oxygen as the terminal oxidant. This reaction represents Aexample of transition-metal-catalyzed direct, dehydrogenative brominatiOn of indolizine at the C-1 position. Moreover,, the obtained can be transformed to other 1-substituted indolizines such as 1-arylindolizines viaa simple reaction process.

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