Palladium-Catalyzed ipso-Borylation of Aryl Sulfides with Diborons
Palladium-Catalyzed ipso-Borylation of Aryl Sulfides with Diborons
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DOI:
10.1021/acs.orglett.6b01305
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发表时间:
2016-06-17
期刊:
影响因子:
5.2
通讯作者:
Osuka, Atsuhiro
中科院分区:
文献类型:
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作者:
Bhanuchandra, M.;Baralle, Alexandre;Osuka, Atsuhiro
A catalytic Miyaura-type ipso-borylation of aryl sulfides with diboron reagents has been achieved, providing arylboronate esters of synthetic use. The key conditions to transform inherently reluctant C-S bonds into C-B bonds include a palladium-NHC (N-heterocyclic carbene) Precatalyst, bis(pinacolato)diboron, and lithium hexamethyldisilazide. This protocol is applicable to a reasonable range of aryl alkyl sulfides. Twofold borylation was observed in the reaction of diphenyl sulfide.