152123-58-5Relevant academic research and scientific papers
An effective synthesis of 2,2-difluoro-3-hydroxy esters
Shen, Yanchang,Qi, Ming
, p. 229 - 232 (1994)
Reformatsky reactions of bromodifluoroacetate with carbonyl compounds and its applications to the synthesis of 2,2-difluoro-3-hydroxy esters as a means of two-carbon homologation with a difluoro moiety under mild conditions in good to excellent yields are
Reformatsky and Blaise reactions in flow as a tool for drug discovery. One pot diversity oriented synthesis of valuable intermediates and heterocycles
Huck,Berton,De La Hoz,Díaz-Ortiz,Alcázar
supporting information, p. 1420 - 1424 (2017/05/12)
The application of Reformatsky and Blaise reactions for the preparation of a diverse set of valuable intermediates and heterocycles in a one-pot protocol is described. To achieve this goal, a greener activation protocol for zinc in flow conditions has been developed to introduce this metal efficiently into α-bromoacetates. The organozinc compounds were added to a diverse set of ketones and nitriles to obtain a wide range of functional groups and heterocyclic systems.
Indium-promoted reformatsky reaction: A straightforward access to β-amino and β-hydroxy α,α-difluoro carbonyl compounds
Poisson, Thomas,Belhomme, Marie-Charlotte,Pannecoucke, Xavier
, p. 9277 - 9285,9 (2012/12/12)
A versatile and practical methodology to access β-amino and β-hydroxy α,α-difluoro carbonyl compounds using indium metal is described. This methodology has been successfully applied to a broad range of substrates including aldehydes, ketones, and imines,
Indium-promoted reformatsky reaction: A straightforward access to β-amino and β-hydroxy α,α-difluoro carbonyl compounds
Poisson, Thomas,Belhomme, Marie-Charlotte,Pannecoucke, Xavier
, p. 9277 - 9285 (2013/01/15)
A versatile and practical methodology to access β-amino and β-hydroxy α,α-difluoro carbonyl compounds using indium metal is described. This methodology has been successfully applied to a broad range of substrates including aldehydes, ketones, and imines,
Rhodium-catalyzed Reformatsky-type reaction of ethyl bromodifluoroacetate
Sato, Kazuyuki,Tarui, Atsushi,Kita, Tetsuya,Ishida, Yoshitaka,Tamura, Hanae,Omote, Masaaki,Ando, Akira,Kumadaki, Itsumaro
, p. 5735 - 5737 (2007/10/03)
Treatment of a variety of carbonyl compounds with ethyl bromodifluoroacetate and Et2Zn in the presence of RhCl(PPh 3)3 in CH3CN afforded Reformatsky-type products in good to excellent yields in a mild reaction c
Synthesis of 1,1-difluoroalkenes via α,α-difluoro-β-lactones
Ocampo, Rogelio,Dolbier, William R.,Paredes, Rodrigo
, p. 41 - 50 (2007/10/03)
A new method for the general synthesis of 1,1-difluoroalkenes from ketones is presented.The procedure involves initial condensation of a ketone with the difluoro Reformatsky reagent, hydrolysis to form the α,α-difluoro-β-hydroxy acids, followed by cycliza
Nucleophilic introduction of fluorinated alkyl groups into aldehydes and ketones using the corresponding alkyl halide with samarium(II) iodide
Yoshida, Masato,Suzuki, Daiki,Iyoda, Masahiko
, p. 643 - 648 (2007/10/03)
Fluorinated alkyl groups such as PhCF2, C6F13, CF3CCl2 and CF2CO2Et are nucleophilically introduced into an aldehyde or ketone using fluorinated alkyl halides with SmI2/sub
Practically useful Reformatsky type reactions of chlorodifluoroacetate and bromodifluoroacetate induced by samarium(II) diiodide
Yoshida, Masato,Suzuki, Daiki,Iyoda, Masahiko
, p. 2523 - 2529 (2007/10/03)
Treatment of XCF2COOEt (X = Cl and Br) with SmI2 in THF gave efficiently β,β-difluorinated enolate equivalent, which was used for Reformatsky type reaction with aldehydes and ketones to give 2,2-difluoro-3-hydroxy ester.
Preparation of α,α-Difluoro-β-hydroxy Esters via a Modified Reformatsky Reaction
Curran, Timothy T.
, p. 6360 - 6363 (2007/10/02)
A modified Reformatsky reaction has been developed which allows for the reproductible preparation of α,α-difluoro-β-hydroxy- and γ-amino-α,α-difluoro-β-hydroxy esters in good yield from the corresponding aldehyde, ketone, or α-N-carbamoyl aldehyde.
