文献类型：期刊文献

英文题名：A Concise Domino Synthesis of Benzo-1,4-heterocycle Compounds via a Piancatelli/C-N Coupling/Michael Addition Process Promoted by La(OTf)₃

作者：Liu, Jinqian[1,2];Shen, Qiang[1,2];Yu, Jianjun[1,2];Zhu, Mengyun[1,2];Han, Jianwei[1,2];Wang, Limin[1,2]

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

年份：2012

卷号：2012

期号：35

起止页码：6933

外文期刊名：EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000312035900013)，CCR-EXPANDED(收录号:WOS:000312035900013)】；

基金：The authors gratefully acknowledge the support from the National Nature Science Foundation of China (NSFC) (grant numbers 20672035 and 21272069), the Fundamental Research Funds for the Central Universities and the Opening Foundation of Zhejing Provincial Top Key Discipline.

语种：英文

外文关键词：Nitrogen heterocycles; Oxygen heterocycles; Domino reactions; Rearrangement; Lanthanides

摘要：A La(OTf)(3)-catalyzed domino method has been developed to synthesize the cis-1,4-benzoxazine derivatives from 2-furyl-carbinols 1 and o-aminophenol derivatives, by a Piancatelli/C-N coupling/Michael addition process. A wide array of substrates could be used to give the desired products in good yields. Since this method involves simple reaction conditions and short reaction times, and has a broad substrate scope, it is particularly attractive for the efficient development of libraries of biologically relevant 1,4-benzoxazine derivatives. Furthermore, a similar strategy was also successfully applied to form 1,2,3,4-tetrahydroquinoxaline derivatives from 1 and N-substituted o-diaminobenzenes.