Organosilicon compounds XV. Cleavage of the silicon‐carbon bond of 2‐trimethylsilyl‐1‐methylimidazole and 2‐trimethylsilyl‐1‐methylbenzimidazole | Zendy

Pinkerton Frank H. | Zendy; Thames Shelby F. | Zendy

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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

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.

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