Liu, Bingxian; Yang, Lingyun; Dong, Zhenzhen; Chang, Junbiao; Li, Xingwei published an article in 2021. The article was titled 《Rh(III)-Catalyzed Annulation of 2-Biphenylboronic Acid with Diverse Activated Alkenes》, and you may find the article in Organic Letters.Synthetic Route of C6H6BFO2 The information in the text is summarized as follows:
Rhodium(III)-catalyzed annulation of 2-biphenylboronic acids I (R = R1 = H; R = 4-Me, R1 = 4-Me; R = 6-MeO, R1 = 2′-MeO; R = 5-F, R1 = 3′-F; etc.) with three classes of activated alkenes, e.g., (E)-R2C(O)CH=CHCF3 (R2 = 4-MeC6H4, naphthalen-1-yl, furan-2-yl, etc.), II (R3 = n-Pr, Ph, 2-BrC6H4, etc.), and cyclohex-2-en-1-one, has been realized, leading to the synthesis of fused or bridged cyclic skeletons, e.g., III (R4 = R5 = H; R4 = 2-Me, R5 = 7-Me; R4 = 4-MeO, R5 = 5-MeO ) and IV (R6 = R7 = H; R6 = 1-F, R7 = 11-F; R6 = 3-tert-Bu, R7 = 9-tert-Bu; etc.), via transmetalation-initiated C-H activation. In the annulative coupling of 2-biphenylboronic acid with a CF3-substituted enone, the bulky cyclopentadienyl ligand (CptBu) in the catalyst proved effective in promoting the reductive elimination process prior to protonolysis, affording the [4+2]-annulated products III instead of the simple 1,4-addition product. Seven-membered rings IV were obtained when disubstituted cyclopropenones II were employed. Bridged cycles V (R8 = H, Me) and 2-(tert-butyl)triphenylene-1,4-dione were isolated from the coupling of 2-biphenylboronic acid with benzoquinone, 2-methylbenzoquinone, and 2-(tert-butyl)benzoquinone as a result of 2-fold Michael additions The substrate scopes were found to be broad with up to 99% yield under air-tolerant conditions. In the experiment, the researchers used (3-Fluorophenyl)boronic acid(cas: 768-35-4Synthetic Route of C6H6BFO2)
(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