Tetrahedron

One-step construction of carbazoles by way of the palladium-catalyzed double N-arylation reaction and its application to the total synthesis of murrastifoline-A

T Kitawaki, Y Hayashi, A Ueno, N Chida

Index: Kitawaki, Takafumi; Hayashi, Yoko; Ueno, Akiko; Chida, Noritaka Tetrahedron, 2006 , vol. 62, # 29 p. 6792 - 6801

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Citation Number: 89

Abstract

The one-step construction of N-substituted carbazoles by way of the Pd-catalyzed double N- arylation reaction of primary amines with 2, 2′-dibromobiphenyl is described. Aryl and aliphatic amines including tert-butylamine and a protected glucopyranosylamine were effectively transformed into the corresponding N-substituted carbazoles. The first total synthesis of murrastifoline-A, a biscarbazole alkaloid, based on this methodology is also ...