Y. Kuo, T. Aoyama, T. Shioiri*
Mar 25, 1982
Citations
0
Influential Citations
6
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
2-Mesitylenesulfonyldiazomethane (4) was conveniently prepared from 2-mesitylenesulfonylchloride (5) in 4 steps. Reaction of 4 with benzoyl chloride smoothly furnished α-benzoyl α-(2-mesitylenesulfonyl) diazomethane (9). Thermal treatment of 9 in the presence of alcohols generally gave the Wolff rearrangement product (10) as the major product accompanied with the intramolecular C-H insertion product (11). When acetonitrile was used as a reaction solvent, a substantial amount of the desulfonylated product (13) was also formed.