A divergent route for regio- and stereoselective synthesis of aryl sulfones was reported
from the reaction of Morita–Baylis–Hillman acetates with sodium sulfinate in the presence
of DABCO as a hindered nucleophilic base. This is the first report that describes
the formation of both α-substituted and γ-substituted (SN2′-substituted) products
selectively under controlled reaction. This route furnished the expected aryl sulfone
in good to excellent yields in a very short reaction time with high regio- and stereoselectivity.
Keywords
Baylis–Hillman acetates - DABCO - Arylsulfinate - Allyl sulfones - Stereoselective
synthesis - α-substitution and SN2′ substitution
