P [double bond, length as m-dash] C–N-Heterocycles: synthesis of biaryl-type 1, 3-benzazaphospholes with ortho-substituted phenyl or 2-heteroaryl groups

…, B Niaz, MK Kindermann, PG Jones, J Heinicke

Index: Aluri, Bhaskar Reddy; Niaz, Basit; Kindermann, Markus K.; Jones, Peter G.; Heinicke, Joachim Dalton Transactions, 2011 , vol. 40, # 1 p. 211 - 224

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Citation Number: 23

Abstract

A facile synthesis of functionally substituted 2-(hetero) aryl 1, 3-benzazaphospholes vianickel-or palladium-catalyzed phosphonylation of N-acyl-2-bromoanilides 1a–k with triethyl phosphite is presented. Anilidophosphonates 2a–g with naphthoyl-, o-substituted phenyl, furoyl-or thenoyl groups allow direct reductive cyclization with LiAlH4 to benzazaphospholes 3. The reaction of the o-bromoderivative 2d proceeds with ...