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.
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页码：4114 / 4117
页数：4
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