812676-99-6Relevant articles and documents
Metal-Mediated Debromination of gem-Dibromoalkenes under Mild Conditions
Soengas, Raquel G.,Rodríguez-Solla, Humberto,Silva, Artur M.S.
supporting information, p. 1096 - 1099 (2016/05/19)
We describe the facile and efficient metal-promoted reduction of C-Br bonds of gem-dibromides. When the reaction is mediated by indium, the corresponding vinyl bromides are obtained in good yields and high E-stereoselectivities. Alternatively, when the reduction is mediated by samarium diiodide, vinyl bromides are obtained in moderate yields and good Z-selectivities.
Stereoselective synthesis of (E)-β-arylvinyl bromides by microwave-induced Hunsdiecker-type reaction
Kuang, Chunxiang,Yang, Qing,Senboku, Hisanori,Tokuda, Masao
, p. 1319 - 1325 (2007/10/03)
(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. Georg Thieme Verlag Stuttgart.
