Chemospecific Cyclizations of α‐Carbonyl Sulfoxonium Ylides on Aryls and Heteroaryls
作者:Daniel Clare、Benjamin C. Dobson、Phillip A. Inglesby、Christophe Aïssa
DOI:10.1002/anie.201910821
日期:2019.11.4
The functionalization of aryl and heteroaryls using α‐carbonylsulfoxoniumylides without the help of a directing group has remained so far a neglected area, despite the advantageous safety profile of sulfoxoniumylides. Described herein are the cyclizations of α‐carbonylsulfoxoniumylides onto benzenes, benzofurans and N‐p‐toluenesulfonyl indoles in the presence of a base in HFIP, whereas pyrroles
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 derivedfrom 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