Charge-transfer intermediate in the reaction of thioketone with nucleophiles.

A Ohno, K Nakamura, M Uohama, S Oka…

Index: Ohno,A. et al. Bulletin of the Chemical Society of Japan, 1975 , vol. 48, p. 3718 - 3722

Full Text: HTML

Citation Number: 47

Abstract

Thiobenzophenone reacts with butyllithium, phenyllithium, and sodium ethoxide in ethanol giving benzhydryl butyl sulfide, benzhydryl phenyl sulfide, and dibenzhydryl disulfide, respectively. On the other hand di-t-butyl thioketone affords 2, 2, 4, 4-tetramethylpentane-3- thiol, 2, 2, 4, 4-tetramethyl-3-phenylpentane-3-thiol, and 2, 2, 4, 4-tetramethylpentane-3-thiol by the reaction with butyllithium, phenyllithium, and sodium ethoxide in ethanol, ...