Rh(II)-Catalyzed Reactions of Differentially Substituted Bis(diazo) Functionalities

被引：26

作者：

Bonderoff, Sara A. ^{[1
]}

Padwa, Albert ^{[1
]}

机构：

[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 16期

基金：

美国国家科学基金会;

关键词：

ALPHA-DIAZOCARBONYL COMPOUNDS; H INSERTION REACTIONS; DIASTEREOSELECTIVE SYNTHESIS; INTRAMOLECULAR CYCLIZATION; TRANS-ISOMERIZATION; CARBENOID REACTIONS; CYCLIC DIAZOAMIDES; DIAZO-COMPOUNDS; CIS-ALKENES; CYCLOPROPANATION;

D O I：

10.1021/ol4017468

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The chemoselective reaction of donor/acceptor (D/A) and acceptor/acceptor (A/A) diazo moieties in the same molecule was examined using 3-diazo-1-(ethyl 2-diazomalonyl)indolin-2-one under rhodium(II) catalysis. The D/A diazo group undergoes selective cyclopropanation as well as XH-insertion, leaving behind the second diazo group for a further intramolecular dipolar cycloaddition reaction.

引用

页码：4114 / 4117

页数：4

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