Divergent Synthesis of Tunable Cyclopentadienyl Ligands and Their Application in Rh-Catalyzed Enantioselective Synthesis of Isoindolinone

被引：134

作者：

Cui, Wen-Jun ^{[1
]}

Wu, Zhi-Jie ^{[1
,2
]}

Gu, Qing ^{[1
]}

You, Shu-Li ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth, Univ Chinese Acad Sci,State Key Lab Organometall, Shanghai 200032, Peoples R China

[2] Shanghai Tech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2020年 / 142卷 / 16期

基金：

国家重点研发计划; 中国国家自然科学基金;

关键词：

C-H ALKENYLATIONS; (ELECTRON-DEFICIENT ETA(5)-CYCLOPENTADIENYL)RHODIUM(III) CATALYST; MULTICOMPONENT SYNTHESIS; OXIDATIVE ANNULATION; COMPLEXES; ACTIVATION; RUTHENIUM; OLEFINATION; REACTIVITY; BENZAMIDES;

D O I：

10.1021/jacs.0c02813

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of rhodium complexes bearing sterically and electronically tunable cyclopentadienyl ligands, prepared by utilizing Co-2(CO)(8)-mediated [2+2+1] cyclization as a key step, were synthesized. In the presence of 2.5 mol% of Cp(m)Rh4, unprecedented enantioselective [4+1] annulation reaction of benzamides and alkenes was achieved with a broad substrate scope under mild reaction conditions, providing a variety of isoindolinones with excellent regio- and enantioselectivity (up to 94% yield, 97:3 er). Preliminary mechanistic studies suggest that the reaction involves an oxidative Heck reaction and an intramolecular enantioselective alkene hydroamination reaction.

引用

页码：7379 / 7385

页数：7

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