The Journal of Organic Chemistry 2018-04-04

Development of a Synthetic Method for Multifunctionalized Pyrroles Using Isocyanide Dichloride as a Key Intermediate

Takahiro Soeta, Akihiro Matsumoto, Yutaka Ukaji

Index: 10.1021/acs.joc.8b00185

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Abstract

Multifunctionalized pyrrole derivatives were synthesized using a highly efficient method based on the Michael addition of carbanions generated in situ from isocyanide dichloride to α,β-unsaturated carbonyl compounds. The reactions proceeded smoothly to afford the pyrrole derivatives in good to high yields. A wide range of Michael acceptors, such as α,β-unsaturated carbonyl compounds and nitroolefin, were successfully applied to this reaction.