J. Nakayama, T. Kawamura, K. Kuroda
Sep 3, 1993
Citations
0
Influential Citations
9
Citations
Journal
Tetrahedron Letters
Abstract
Abstract Uncatalyzed side-chain halogenations of polymethyl-substituted thiophenes take place cleanly and regioselectively at the α-position. Thus, for example, treatment of tetramethylthiophene with 1 equiv of bromine in CCl4 at −18 °C affords 2-bromomethyl-3,4,5-trimethylthiophene in 76% isolated yield, while the use of 2 equiv of bromine produces 2,5-bis(bromomethyl)-3,4-dimethylthiophene nearly quantitatively.