Copper-Assisted/Copper-Free Synthesis of Functionalized Dibenzo[b,f]oxepins and Their Analogs via a One-Pot Tandem Reaction

doi:10.1002/hlca.201200116

	Copper-Assisted/Copper-Free Synthesis of Functionalized Dibenzo[b,f]oxepins and Their Analogs via a One-Pot Tandem Reaction
	Wang, Yuqin; Chen, Yanhong; He, Qian; Xie, Yuyuan; Yang, Chunhao
刊名	HELVETICA CHIMICA ACTA
	2013-02
卷号	96 期号:2 页码:296-308
ISSN号	0018-019X
DOI	10.1002/hlca.201200116
文献子类	Article
英文摘要	A simple, convenient, and efficient method for the formation of functionalized dibenzo[b,f]oxepins and their analogs bearing both electron-donating and electron-withdrawing groups has been developed via a one-pot cascade reaction. Most starting materials are commercially available 2-(2-hydroxyphenyl)-acetonitriles and 2-haloarylaldehydes. The procedure makes use of Cs2CO3 as the base, and DMF as solvent under copper-assisted/copper-free conditions. The reaction has a comprehensive group tolerance for substrates. Most of the reactions were complete within 1 h in good-to-excellent yields, and the reaction temperatures were relatively low. The protocol could be scaled up to grams without lowering the yield. A reaction mechanism was also proposed.
资助项目	Chinese Academy of Sciences, the National Natural Science Foundation of China[21072205] ; Chinese Academy of Sciences, the National Natural Science Foundation of China[SIMM1203ZZ-0103] ; Chinese Academy of Sciences, the National Natural Science Foundation of China[SIMM1105KF-02]
WOS关键词	DERIVATIVES ; AGENTS ; IDENTIFICATION ; REARRANGEMENT
WOS研究方向	Chemistry
语种	英语
出版者	WILEY-V C H VERLAG GMBH
WOS记录号	WOS:000316274600013
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/277739]
专题	药物化学研究室中科院受体结构与功能重点实验室新药研究国家重点实验室
通讯作者	Yang, Chunhao
作者单位	Chinese Acad Sci, SIBS, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
推荐引用方式 GB/T 7714	Wang, Yuqin,Chen, Yanhong,He, Qian,et al. Copper-Assisted/Copper-Free Synthesis of Functionalized Dibenzo[b,f]oxepins and Their Analogs via a One-Pot Tandem Reaction[J]. HELVETICA CHIMICA ACTA,2013,96(2):296-308.
APA	Wang, Yuqin,Chen, Yanhong,He, Qian,Xie, Yuyuan,&Yang, Chunhao.(2013).Copper-Assisted/Copper-Free Synthesis of Functionalized Dibenzo[b,f]oxepins and Their Analogs via a One-Pot Tandem Reaction.HELVETICA CHIMICA ACTA,96(2),296-308.
MLA	Wang, Yuqin,et al."Copper-Assisted/Copper-Free Synthesis of Functionalized Dibenzo[b,f]oxepins and Their Analogs via a One-Pot Tandem Reaction".HELVETICA CHIMICA ACTA 96.2(2013):296-308.