Acid-promoted cyclization reactions of tetrahydroindolinones. model studies for possible application in a synthesis of selaginoidine

MD Rose, MP Cassidy, P Rashatasakhon…

文献索引：Rose, Mickea D.; Cassidy, Michael P.; Rashatasakhon, Paitoon; Padwa, Albert Journal of Organic Chemistry, 2007 , vol. 72, # 2 p. 538 - 549

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被引用次数: 19

摘要

The synthesis of various substituted bicyclic lactams by an acid-induced Pictet-Spengler reaction of tetrahydroindolinones bearing tethered heteroaromatic rings is presented. The outcome of the cyclization depends on the position of the furan tether, tether length, nature of the tethered heteroaromatic ring, and the substituent group present on the 5-position of the tethered heteroaryl group. A one-pot procedure was developed to efficiently prepare ...