Tetrahedron

A study of Heck cyclization reactions to form phenanthridine ring systems

LR Donaldson, D Haigh, AN Hulme

Index: Donaldson, Lauren R.; Haigh, David; Hulme, Alison N. Tetrahedron, 2008 , vol. 64, # 19 p. 4468 - 4477

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Citation Number: 17

Abstract

A survey of conditions for the palladium catalyzed intramolecular Heck cyclization of protected amines has shown that the Herrmann–Beller palladacycle can be exploited under 'cationic'conditions to provide a robust and rapid route (< 2h) to the synthesis of single double bond isomer phenanthridines in excellent yield (76–99%). In addition, the same cyclization can be performed under 'neutral'conditions to provide phenanthridines with a ...