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

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• 作者：Sara A. Bonderoff ; Albert Padwa
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：August 16, 2013
• 年：2013
• 卷：15
• 期：16
• 页码：4114-4117
• 全文大小：277K
• 年卷期：v.15,no.16(August 16, 2013)
• ISSN：1523-7052

文摘

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.