Premium
Organosilicon compounds XV. Cleavage of the silicon‐carbon bond of 2‐trimethylsilyl‐1‐methylimidazole and 2‐trimethylsilyl‐1‐methylbenzimidazole
Author(s) -
Pinkerton Frank H.,
Thames Shelby F.
Publication year - 1972
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570090110
Subject(s) - organosilicon , chemistry , trimethylsilyl , reagent , organic chemistry , aryl , cleavage (geology) , halide , silicon , medicinal chemistry , bond cleavage , polymer chemistry , alkyl , catalysis , geotechnical engineering , fracture (geology) , engineering
Abstract Cleavage of the aryl‐silicon bond of 2‐trimethylsilyl‐1‐methylimidazole (Ia) and 2‐trimethylsilyl‐1‐methylbenzimidazole (Ib) has been effected by five carbonyl reagents, i.e. aldehydes, acid halides, chloroformates, anhydrides and isocyanates, to provide a novel synthetic route to a host of functionally substituted heterocycles. Compound Ia reacted exothermically at room temperature, with four of the, five carbonyl reagents.