80350-66-9Relevant articles and documents
Stereoselective reduction of aryl-substituted gem-dibromides to vinyl bromides by indium metal
Ranu,Samanta,Guchhait
, p. 4102 - 4103 (2001)
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Tellurium-promoted stereoselective hydrodebromination of 1,1-dibromoalkenes: Synthesis of (: E)-bromoalkenes
Perin, Gelson,Barcellos, Angelita M.,Peglow, Thiago J.,Nobre, Patrick C.,Cargnelutti, Roberta,Lenard?o, Eder J.,Marini, Francesca,Santi, Claudio
, p. 103657 - 103661 (2016/11/13)
We describe herein an efficient and simple method for the stereoselective hydrodebromination of 1,1-dibromoalkenes by using a catalytic amount of the nucleophilic species of tellurium, generated in situ by the reaction of elemental tellurium with NaBH4. By this methodology, (E)-bromoalkenes were obtained in moderate to excellent yields under mild reaction conditions, without the use of transition metals or base. Furthermore, a high stereoselectivity for the (E)-isomer was observed when 1,1-dibromoarylalkenes were used, thus indicating a promising alternative for future applications in organic synthesis.
Preparation of Vinyl Arenes by Nickel-Catalyzed Reductive Coupling of Aryl Halides with Vinyl Bromides
Liu, Jiandong,Ren, Qinghua,Zhang, Xinghua,Gong, Hegui
supporting information, p. 15544 - 15548 (2016/12/09)
This work emphasizes the synthesis of substituted vinyl arenes by reductive coupling of aryl halides with vinyl bromides under mild and easy-to-operate nickel-catalyzed reaction conditions. A broad range of aryl halides, including heteroaromatics, and vinyl bromides were employed to yielding products in moderate to excellent yields with high functional-group tolerance. The nickel-catalytic system displays good chemoselectivity between the two C(sp2)-halide coupling partners, thus demonstrating a mechanistic pathway distinct from other stepwise protocols.