Intramolecular Carbenoid Insertions: the Reactions of α-Diazoketones Derived from Pyrrolyl and Indolyl Carboxylic Acids with Rhodium(II) Acetate
作者:Mohamed Salim、Alfredo Capretta
DOI:10.1016/s0040-4020(00)00725-0
日期:2000.10
α-Diazoketones derived from pyrrolyl- and indolyl-carboxylic acids were prepared and their Rh2(OAc)4 catalyzed decomposition chemistry was studied. These reactions generally resulted in the alkylation of the heteroaromatic system by the ketocarbenoid and in some instances the systems underwent CH or NH insertions. Evidence that some of these reactions proceed via a cyclopropane intermediate is presented
制备了由吡咯基和吲哚基羧酸衍生的α-重氮酮,并研究了其Rh 2(OAc)4催化的分解化学。这些反应通常导致酮类化合物对杂芳族系统进行烷基化,在某些情况下,该系统进行了CH或NH插入。提供了其中一些反应通过环丙烷中间体进行的证据。所描述的方法提供了易于接近稠合的吡咯基-或吲哚基-环烷酮体系的方法,其中羰基为杂芳族系统的β。