Rhodium(III)-catalyzed C-H activation/[4+3] annulation of N-phenoxyacetamides and α,β-unsaturated aldehydes: an efficient route to 1,2-oxazepines at room temperature

被引：61

作者：

Duan, Pingping ^{[1
]}

Lan, Xia ^{[1
]}

Chen, Ying ^{[1
]}

Qian, Shao-Song ^{[2
]}

Li, Jie Jack ^{[3
]}

Lu, Liang ^{[4
]}

Lu, Yanbo ^{[1
]}

Chen, Bo ^{[1
]}

Hong, Mei ^{[1
]}

Zhao, Jing ^{[1
,4
]}

机构：

[1] Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Shenzhen Key Lab Nanomicro Mat Res, Shenzhen 518055, Peoples R China

[2] Shandong Univ Technol, Sch Life Sci, Zibo 255049, Peoples R China

[3] Univ San Francisco, Dept Chem, San Francisco, CA 94117 USA

[4] Nanjing Univ, Inst Chem & BioMed Sci, Sch Life Sci, State Key Lab Pharmaceut Biotechnol, Nanjing 210093, Jiangsu, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2014年 / 50卷 / 81期

基金：

中国国家自然科学基金; 国家高技术研究发展计划(863计划); 国家教育部博士点专项基金资助;

关键词：

BOND ACTIVATION; REGIOSELECTIVE SYNTHESIS; DIRECTING GROUP; OXIDATIVE ANNULATION; CONVERGENT SYNTHESIS; INTERNAL OXIDANT; ALKYNES; KETONES; FUNCTIONALIZATION; ARYL;

D O I：

10.1039/c4cc05485g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient Rh( III)-catalyzed coupling reaction of N-phenoxyacetamides with alpha,beta-unsaturated aldehydes to give 1,2-oxazepines via C-H activation/[4+3] annulation has been developed. This transformation does not require oxidants and features C-C/C-N bond formation to yield seven-membered oxazepine rings at room temperature. Further derivation of 1,2-oxazepines leads to important chroman derivatives.

引用

页码：12135 / 12138

页数：4

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