tert-Amino Effect in peri-Substituted Naphthalenes: Syntheses of Naphthazepine and Naphthazonine Ring Systems
作者:Péter Mátyus、Ágota Földi、Krisztina Ludányi、Attila Bényei
DOI:10.1055/s-0030-1258536
日期:2010.9
s could be obtained in two steps. The aldehyde was prepared by a Suzuki reaction of 8-bromonaphthalene-1-carbaldehyde with ortho-pyrrolidinophenylboronic acid. Treatment of aldehydes with active methylene compounds afforded naphthazepines and novel benzazonine ring system, respectively, through rearrangement of isolable vinyl intermediates or benzo[de]quinolinium derivatives or without isolation of
描述了通过叔氨基效应合成萘并氮杂和苯扎唑宁的新型直接合成方法。以1-萘胺为原料,8-/N,N-二烷基氨基萘-1-甲醛可以分两步得到。该醛是通过 8-溴萘-1-甲醛与邻-吡咯烷基苯基硼酸的 Suzuki 反应制备的。用活性亚甲基化合物处理醛,分别通过可分离的乙烯基中间体或苯并[de]喹啉衍生物的重排或不分离任何中间体,分别提供萘氮杂和新型苯扎唑啉环系统。机械研究支持分子内氢化物将闭环转移到氮杂或氮杂。