J. Berthelot et al., ACTION OF TETRABUTYLAMMONIUM TRIBROMIDE WITH PARASUBSTITUTED CHALCONES IN PROTIC AND APROTIC MEDIA, Canadian journal of chemistry, 73(9), 1995, pp. 1526-1530
Bromination of the double bond of para-substituted chalcones under mil
d conditions in aprotic solvents is accomplished with high yields usin
g tetrabutylammonium tribromide (TBABr(3)). In methanol, the main reac
tion is (alpha-beta) bromomethoxylation. Stereoselectivity, regioselec
tivity, and chemioselectivity of this bromomethoxylation reaction are
described.