4.7 Article

Modular one-pot synthesis of tetrasubstituted Pyrroles from α-(Alkylideneamino)nitriles

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 19, Pages 7083-7090

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo070426x

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[GRAPHICS] 2,3,4,5-Tetrasubstituted pyrroles have been prepared with high regioselectivity by a formal cycloaddition of alpha-(alkylideneamino)nitriles and nitroolefins followed by elimination of HCN and HNO2. The reaction allows the convergent construction of the pyrrole ring in four steps from a nitroalkane and three aldehydes.

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