Regioselective control using a catalyst switch in the reaction of diarylmethyl chlorides with allyltributylstannane |
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| Authors: | Bo Peng Xin Zhang Ming Bao |
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| Institution: | a State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012, China
b School of Environmental Science and Technology, Dalian University of Technology, Dalian 116023, China |
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| Abstract: | Regioselective control in the reaction of diarylmethyl chlorides 5a with allyltributyltin is described. The reaction pathway (allylative dearomatization vs cross-coupling) can be easily controlled using different catalysts. When reactions are performed in the presence of Pd2(dba)3 and PPh3, allylative dearomatization proceeds to provide satisfactory yield of the desired products. However, when Cy3P·HBF4 is employed as a catalyst instead of palladium, a Stille-type cross-coupling reaction takes place exclusively to give excellent yields of the corresponding products. |
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| Keywords: | Regioselective control Catalyst switch Diarylmethyl chloride Allyltributylstannane |
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