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Rhodium Complex-Catalyzed Reaction of Isonitriles with Carbonyl Compounds:  Catalytic Synthesis of Pyrroles

Hikaru Takaya, Sachiko Kojima and Shun-Ichi Murahashi*

*Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka 560-8531, Japan

H. Takaya, S. Kojima, S.-I. Murahashi, Org. Lett., 2001, 3, 421-424.

DOI: 10.1021/ol0069296


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Abstract

Low-valent rhodium complexes efficiently catalyze an activation of α-C-H bond of isonitriles. An addition of isonitriles to carbonyl compounds proceeds under mild and neutral conditions to give the corresponding α,β-unsaturated formamides. An in situ cyclocondensation with 1,3-dicarbonyl compounds provides pyrroles.

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Key Words

pyrroles


ID: J54-Y2001