Rhodium-catalyzed C-H functionalization-based approach to eight-membered lactams

被引：109

作者：

Wu, Shangze ^{[1
]}

Zeng, Rong ^{[1
]}

Fu, Chunling ^{[1
]}

Yu, Yihua ^{[3
]}

Zhang, Xue ^{[2
]}

Ma, Shengming ^{[1
,2
]}

机构：

[1] Zhejiang Univ, Dept Chem, Lab Mol Recognit & Synth, Hangzhou 310027, Zhejiang, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

[3] E China Normal Univ, Dept Phys, Shanghai Key Lab Magnet Resonance, Shanghai 200062, Peoples R China

来源：

CHEMICAL SCIENCE | 2015年 / 6卷 / 04期

关键词：

N BOND FORMATION; PROTON-ABSTRACTION MECHANISM; EFFECTIVE CORE POTENTIALS; ONE-POT SYNTHESIS; EFFICIENT SYNTHESIS; DIRECT ARYLATION; RHODIUM(III)-CATALYZED SYNTHESIS; RH(III)-CATALYZED SYNTHESIS; MOLECULAR CALCULATIONS; NITROGEN-HETEROCYCLES;

D O I：

10.1039/c5sc00092k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Rh(III) catalyzed formal [4 + 2 + 2] cyclization of N-pivaloyloxybenzamides 1 with 1,6-allene-enes 2 by C-H functionalization is reported. The reactions occur at room temperature and are compatible with air and moisture with a tolerance of many synthetically useful functional groups. The follow-up modifications of the products have been demonstrated. After careful mechanistic studies and DFT calculation, a reaction mechanism was proposed.

引用

页码：2275 / 2285

页数：11

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