《Nickel-catalyzed Suzuki Coupling of Cycloalkyl Silyl Peroxides with Boronic Acids》 was published in Journal of Organic Chemistry in 2020. These research results belong to Chen, Lei; Yang, Jun-Cheng; Xu, Pengfei; Zhang, Jun-Jie; Duan, Xin-Hua; Guo, Li-Na. Synthetic Route of C6H6BFO2 The article mentions the following:
In the presence of NiBr2(diglyme) and 4,4′-di-tert-butyl-2,2′-bipyridine, cycloalkyl trimethylsilyl peroxides such as I underwent tandem ring opening and Suzuki coupling reactions with arylboronic and trans-styryl boronic acids RB(OH)2 [R = 4-R1C6H4, 2-MeOC6H4, 2-NCC6H4, 3-MeOC6H4, 3-FC6H4, 3-MeCOC6H4, 3-Cl-4-FC6H3, 1-naphthyl, 2-naphthyl, 3-furanyl, 1-Boc-3-indolyl, 9-Ph-3-carbazolyl, 2-Cl-4-pyridinyl, 2-F-5-pyridinyl, 2-F3C-5-pyridinyl, 3-quinolinyl, (E)-PhCH:CH; R1 = F, MeO, Cl, Br, F, F3C, NC, MeSO2] mediated by Et3N to yield aralkyl ketones such as PhCO(CH2)4R [R = 4-R1C6H4, 2-MeOC6H4, 2-NCC6H4, 3-MeOC6H4, 3-FC6H4, 3-MeCOC6H4, 3-Cl-4-FC6H3, 1-naphthyl, 2-naphthyl, 3-furanyl, 1-Boc-3-indolyl, 9-Ph-3-carbazolyl, 2-Cl-4-pyridinyl, 2-F-5-pyridinyl, 2-F3C-5-pyridinyl, 3-quinolinyl, (E)-PhCH:CH; R1 = F, MeO, Cl, Br, F, F3C, NC, MeSO2]. Inhibition of the reaction by TEMPO and BHT and formation of an adduct with TEMPO support a radical mechanism for the reaction. I was found to decompose at 105°.(3-Fluorophenyl)boronic acid(cas: 768-35-4Synthetic Route of C6H6BFO2) was used in this study.
(3-Fluorophenyl)boronic acid(cas: 768-35-4) can be used to make novel liquid crystalline fluorobiphenylcyclohexenes and difluoroterphenyls by palladium-catalyzed cross-couplings also used in the synthesis of o-phenylphenols as potent leukotriene B4 receptor agonists.Synthetic Route of C6H6BFO2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics