Heterocycles

A general method for the synthesis of N-unsubstituted 3, 4-diarylpyrrole-2, 5-dicarboxylates

T Fukuda, Y Hayashida, M Iwao

Index: Fukuda, Tsutomu; Hayashida, Yukie; Iwao, Masatomo Heterocycles, 2009 , vol. 77, # 2 p. 1105 - 1122

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Citation Number: 8

Abstract

A general method for the synthesis of N-unsubstituted 3, 4-diarylpyrrole-2, 5-dicarboxylates (3) has been developed. The key reactions involved are the Hinsberg-type synthesis of dimethyl N-benzyl-3, 4-dihydroxypyrrole-2, 5-dicarboxylate (6) followed by palladium- catalyzed Suzuki-Miyaura coupling of its bis-triflate derivative (7). The N-benzyl protecting group of the resulting 3, 4-diarylpyrrole-2, 5-dicarboxylates (8) is cleanly removed under ...