66131-10-0Relevant articles and documents
Catalytic Domino Reaction of Ketones/Aldehydes with Me3SiCF2Br for the Synthesis of α-Fluoroenones/α-Fluoroenals
Song, Xiaoning,Chang, Jian,Zhu, Dongsheng,Li, Jiaheng,Xu, Cong,Liu, Qun,Wang, Mang
supporting information, p. 1712 - 1715 (2015/04/14)
A unique domino reaction of enolizable carbonyl compounds with Me3SiCF2Br to construct α-fluoroenones and α-fluoroenals is described to undergo the in situ formation of difluorocarbene and silyl enol ether, difluorocyclopropanation, desilylation, ring-opening, and defluorination sequence. In this tandem reaction, Me3SiCF2Br acts as not only the difluorocarbene source but also the TMS transfer agent as well as internal bromide and fluoride anion catalyst. It allows the transformations to occur smoothly under only a catalytic amount of n-Bu4NBr as initiator.
α-fluorovinyl Weinreb amides and α-fluoroenones from a common fluorinated building block
Ghosh, Arun K.,Banerjee, Shaibal,Sinha, Saikat,Soon, Bang Kang,Zajc, Barbara
experimental part, p. 3689 - 3697 (2009/09/30)
(Chemical Equation Presented) Synthesis and reactivity of N-methoxy-N-methyl-(1,3-benzothiazol-2-ylsulfonyl)fluoroacetamide, a building block for Julia olefination, is reported. This reagent undergoes condensation reactions with aldehydes and cyclic keton
2-Fluoromethyl-4,4,6-trimetiiyl-1,3-oxasine as a new reagent for the preparation of α-fluoroaldehydes
Patrick, Timothy B.,Hosseini, Sedigheh,Bains, Satinder
, p. 179 - 182 (2007/10/02)
The title compound easily forms an anion on treatment with n-butyllithium. The anion reacts with electrophiles such as alkyl halides, aldehydes, and ketones. The resulting products furnish α-fluoroaldehydes after reduction and hydrolysis.