1256278-62-2Relevant academic research and scientific papers
Cross-Electrophile Coupling between Aryl/Vinyl Triflates and Vinyl Tosylates for the Synthesis of gem-Difluoroalkenes via Ni/Pd Cooperative Catalysis
Xiong, Baojian,Li, Yue,Zhang, Jinyu,Liu, Jiangjun,Zhang, Xuemei,Lian, Zhong
, p. 1009 - 1015 (2022/02/07)
A dual nickel-/palladium-catalyzed direct gem-difluorovinylation of readily available aryl/vinyl triflates with substituted gem-difluorovinyl tosylates is presented. This protocol affords various diaryldifluoroalkene, arylalkyldifluoroalkene and 1,1-diflu
Synthesis of 2,2-diaryl-1,1-difluoroethenes via Pd-catalyzed dehydrosulfonylative cross-coupling of α-[difluoro(phenylsulfonyl)methyl]benzyl tosylates with arylboronic acids
Zhang, Rui,Ni, Chuanfa,Zhao, Yanchuan,Hu, Jinbo
, p. 5295 - 5302 (2018/05/16)
By using PhSO2CF2H as the difluoromethylidene equivalent, a novel method for connecting aromatic aldehydes and arylboronic acids via consecutive reactions was developed to obtain structurally diverse 2,2-diaryl-1,1-difluoroethenes. The key step is the palladium-catalyzed dehydrosulfonylative cross-coupling of tosylates that are prepared from PhSO2CF2H, aromatic aldehydes and tosyl chloride. Mechanistic investigations showed that the reaction proceeds mainly through base-mediated dehydrosulfonylation followed by palladium-catalyzed C(sp2)-C(sp2) cross-coupling reaction.
Consecutive cross-coupling reactions of 2,2-difluoro-1-iodoethenyl tosylate with boronic acids: Efficient synthesis of 1,1-diaryl-2,2-difluoroethenes
Kim, Ju Hee,Choi, Su Jeong,Jeong, In Howa
supporting information, p. 2470 - 2475 (2014/01/06)
The cross-coupling reactions of 2,2-difluoro-1-iodoethenyl tosylate (2) with 2 equiv of boronic acids in the presence of catalytic amounts of Pd(OAc)2 and Na2CO3 afforded the mono-coupled products 3 and 5 in high yields. The use of 4 equiv of boronic acid
Monofluorovinyl tosylate: A useful building block for the synthesis of terminal vinyl monofluorides via suzuki-Miyaura coupling
Zhang, He,Zhou, Chang-Bing,Chen, Qing-Yun,Xiao, Ji-Chang,Hong, Ran
supporting information; experimental part, p. 560 - 563 (2011/04/23)
Monofluorovinyl tosylate was developed as a practical vinyl fluoride building block to couple with a variety of arylboronic acids in the presence of a palladium catalyst. The high stereoselectivity of 2-aryl-1-fluoroethene derivatives was achieved. This a
Efficient synthesis of 2,2-diaryl-1,1-difluoroethenes via consecutive cross-coupling reactions of 2,2-difluoro-1-tributylstannylethenyl p -toluenesulfonate
Han, Seung Yeon,Jeong, In Howa
supporting information; experimental part, p. 5518 - 5521 (2011/02/26)
2,2-Difluoro-1-tributylstannylethenyl p-toluenesulfonate (2) was reacted with aryl iodides in the presence of 10 mol % of Pd(PPh3)4 and 10 mol % of CuI in DMF at 80 °C for 10-20 h to give the cross-coupled products 3 in 35-97% yields. Further coupling reaction of 3 with arylstannanes in the presence of 5 mol % of Pd(PPh3)4 and 3 equiv of LiBr in DMF at 100 °C for 2-24 h afforded the desired products 5 in 25-78% yields.
