A Coupling of Benzamides and Donor/Acceptor Diazo Compounds To Form γ-Lactams via Rh(III)-Catalyzed C-H Activation

被引：438

作者：

Hyster, Todd K. ^{[1
]}

Ruhl, Kyle E. ^{[1
]}

Rovis, Tomislav ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 14期

关键词：

N BOND FORMATION; INTERNAL ALKYNES; RHODIUM(III)-CATALYZED SYNTHESIS; CATALYZED REACTIONS; RH; FUNCTIONALIZATION; EFFICIENT; ALKENES; ALPHA; COUPLING/CYCLIZATION;

D O I：

10.1021/ja402274g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The coupling of O-pivaloyl benzhydroxamic acids with donor/acceptor diazo compounds provides isoindolones in high yield. The reaction tolerates a broad range of benzhydroxamic acids and diazo compounds, including substituted 2,2,2-trifluorodiazoethanes. Mechanistic experiments suggested that C-H activation is turnover-limiting and irreversible and that insertion of the diazo compound favors electron-deficient substrates.

引用

页码：5364 / 5367

页数：4

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