Abstract
(E )-β-Arylvinyl bromides were readily prepared in a short reaction time (1-2 min) by microwave irradiation of the corresponding 3-arylpropenoic acids in the presence of N -bromosuccinimide and a catalytic amount of lithium acetate. Furthermore, two facile strategies for the efficient synthesis of (E )-β-bromo-4-arylethynylstyrene and (E )-β-bromo-4-arylstyrene have been developed by respectively combining Sonogashira and Suzuki coupling reaction with Hunsdiecker-type reaction. Formation of cis -α-bromo-β-lactone by microwave irradiation of cis -cinnamic acid with NBS provides a useful support for the mechanistic study of the present halodecarboxylation reaction.
Key words
(E )-β-arylvinyl bromides - α,β-unsaturated carboxylic acids - stereoselective synthesis - microwave irradiation - Hunsdiecker-type reaction
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