945256-60-0Relevant academic research and scientific papers
Enantioselective Functionalization of Difluorocyclopropenes Catalyzed by Chiral Copper Complexes: Proposal for Chiral gem-Dimethyl and tert-Butyl Analogues
Sekine, Keisuke,Ushiyama, Aina,Endo, Yu,Mikami, Koichi
, p. 7916 - 7924 (2020/07/16)
The highly enantioselective copper/chiral phosphine-catalyzed hydro-, bora-, and carbo-metalations of difluorocyclopropenes with PHMS [H-Si], H-BPin, (BPin)2, and (CH3)2Zn [Zn-Me] are shown to regiodivergently afford highly enantioenriched and functionalized difluorocyclopropanes. These examples can be viewed as the first successful syntheses of "chiral"gem-dimethyl and tert-butyl analogues.
Synthesis of gem-difluorocyclopropa(e)nes and O-, S-, N-, and P-difluoromethylated compounds with TMSCF2Br
Li, Lingchun,Wang, Fei,Ni, Chuanfa,Hu, Jinbo
supporting information, p. 12390 - 12394 (2013/12/04)
Two-in-one: Me3SiCF2Br is an efficient difluorocarbene source and is compatible with both neutral and aqueous basic conditions. Bromide-ion-initiated [2+1] cycloaddition with alkenes/alkynes and hydroxide ion promoted α-addition with (thio)phenols, (thio)alcohols, sulfinates, heterocyclic amines, and H-phosphine oxides give the corresponding gem-difluorinated compounds with broad functional-group tolerance. Copyright
Lewis base-catalyzed reactions of cyclopropenones: Novel synthesis of mono- or multi-substituted allenic esters
Yang, Yuan-Liang,Zhang, Zhen,Zhang, Xiao-Nan,Wang, De,Wei, Yin,Shi, Min
supporting information, p. 115 - 117 (2014/01/06)
The reactions of cyclopropenones with nucleophiles (H2O or methanol) could be catalyzed by nitrogen-containing Lewis bases or phosphorus-containing Lewis bases, affording the corresponding mono- or multi-substituted allenic esters in moderate t
Synthesis of gem-difluorinated cyclopropanes and cyclopropenes: Trifluoromethyltrimethylsilane as a difluorocarbene source
Wang, Fei,Luo, Tao,Hu, Jinbo,Wang, Ying,Krishnan, Hema S.,Jog, Parag V.,Ganesh, Somesh K.,Prakash, G. K. Surya,Olah, George A.
supporting information; experimental part, p. 7153 - 7157 (2011/09/12)
Highly versatile: The Ruppert-Prakash reagent (Me3SiCF 3) can be an efficient source of difluorocarbene. By varying the nonmetallic initiator that is used (F- at lower temperatures and I- at higher temperatures), a range of structurally diverse alkenes and alkynes can be converted into the corresponding gem-difluorinated cyclopropanes and cyclopropenes in good yields (see scheme). Copyright
Chloride ion-catalyzed generation of difluorocarbene for efficient preparation of gem-difluorinated cyclopropenes and cyclopropanes
Wang, Fei,Zhang, Wei,Zhu, Jieming,Li, Huaifeng,Huang, Kuo-Wei,Hu, Jinbo
supporting information; experimental part, p. 2411 - 2413 (2011/04/15)
A chloride ion-catalyzed generation of difluorocarbene from a relatively non-toxic and inexpensive precursor, Me3SiCF2Cl (1), under mild and neutral conditions leads to an efficient preparation of gem-difluorocyclopropenes and difluorocyclopropanes through [2 + 1] cycloaddition reactions with alkynes and alkenes, respectively.
