Tetrahedron

Palladium-Catalysed Heteroannulation with Terminal Alkynes: a Highly Regio-and Stereoselective Synthesis of (Z)-3-Aryl (alkyl) idene Isoindolin-1-ones

NG Kundu, MW Khan

Index: Kundu, Nitya G.; Khan, M. Wahab Tetrahedron, 2000 , vol. 56, # 27 p. 4777 - 4792

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Citation Number: 115

Abstract

A highly regio-and stereoselective method for the synthesis of (Z)-3-aryl (alkyl) idene isoindolin-1-ones through palladium-copper catalysis is described. 2-Iodobenzamide 1 and its substituted derivatives 2–10 were reacted with terminal alkynes 11–19 in the presence of (PPh3) 2PdCl2, CuI, and Et3N in DMF mostly at 80° C for 16h to yield the 2-alkynyl substituted benzamides 20–38, 40–45, 77 which could then be cyclised with NaOEt in ...

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