Effects of substituents and chain length of thiobenzophenones on reactivity in a thermal intramolecular ene reaction
Abstract
Thiobenzophenones 1 and 3 bearing an allylic group attached via an o-poly(methyleneoxy), (CH2)nO, (n= 0 and 2) bridge underwent thermal Type III intramolecularene reactions giving 8- and 10-membered cyclic sulphides 6 and 7 with newly formed cis double bonds. In contrast, with n= 1,3 or 5 or with related N,N-dimethylthioarylamides no ene products were observed.