In a study of the thiolyses of 1 with 4 and 5 (eq 1) in ethanol at 0" C, we found that the disappearance of 1 in its reaction with 5 was faster than that with 4, which suggested that the thiocarbonyl group of 1 was more reactive than the carbonyl toward these ions. 2 However, this comparison is uncertain because 1 was in excess over 4 and 5, and the reactions were complicated by reverse attack on 1 by the product ions 5 and 4, respectively.
[Saczewski, Franciszek; Gdaniec, Maria Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 1 p. 47 - 50]