Tetrahedron

Facile zeolite induced Fischer-indole synthesis: a new approach to bioactive natural product rutaecarpine

SB Mhaske, NP Argade

Index: Mhaske, Santosh B.; Argade, Narshinha P. Tetrahedron, 2004 , vol. 60, # 15 p. 3417 - 3420

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Citation Number: 61

Abstract

Starting from glutaric anhydride () we have demonstrated an elegant six-step practical synthesis of bioactive natural product rutaecarpine () via o-amidoglutaranilic acid formation, esterification, chemoselective ester reduction, intramolecular dehydrative cyclizations, hydrazone formation and zeolite induced Fischer-indole synthesis with 53% overall yield. The conditions employed in the present synthesis are mild, efficient and general.

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