Pd (II)-catalyzed intramolecular aminopalladation/direct C–H arylation under aerobic conditions: synthesis of pyrrolo [1, 2-a] indoles

T Piou, L Neuville, J Zhu

Index: Piou, Tiffany; Neuville, Luc; Zhu, Jieping Tetrahedron, 2013 , vol. 69, # 22 p. 4415 - 4420

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Citation Number: 15

Abstract

Heating a DMA/pivalic acid (v/v= 4/1) solution of diversely substituted 6-(phenylamino) hex-2- ynoates in the presence of a catalytic amount of Pd (OAc) 2 under oxygen atmosphere afforded pyrrolo [1, 2-a] indoles in moderate to good yields. A domino sequence involving intramolecular aminopalladation followed by C–H activation and reductive elimination was proposed to account for the observed bis-cyclization.