Journal
ORGANIC LETTERS
Volume 18, Issue 12, Pages 2966-2969Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01305
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Funding
- JSPS KAKENHI [25107002, 16H01019, 16H01149, 16H04109]
- ACT-C, JST
- Japan Association for Chemical Innovation
- Naito Foundation
- JSPS
- Grants-in-Aid for Scientific Research [16H01019, 16H01149, 16J11522, 15F15720, 25107002, 16H04109] Funding Source: KAKEN
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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.
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