General and versatile entry to 4, 5-fused polycyclic imidazolones systems. Use of the tandem transposition/π-cyclization of N-acyliminium species

A Pesquet, A Daïch, L Van Hijfte

文献索引：Pesquet, Anthony; Daich, Adam; Van Hijfte, Luc Journal of Organic Chemistry, 2006 , vol. 71, # 14 p. 5303 - 5311

全文：HTML全文

被引用次数: 30

摘要

A simple and efficient methodology for the synthesis of 4, 5-fused imidazolidin-2-ones from bicyclic and tricyclic ketones in a four-step sequence was described, by successive spirohydantoin Bucherer-Berg formation, mono-and dialkylation of the nitrogen atom of the hydantoin ring, regioselective reduction of one carbonyl function, and cationic cyclization associated with ring expansion. The key step of this sequential reaction was based on a ...