140366-80-9Relevant academic research and scientific papers
Enantioselective Suzuki cross-couplings of unactivated 1-fluoro-1-haloalkanes: Synthesis of chiral β-, γ-, δ-, and ε-fluoroalkanes
Jiang, Xiaojian,Gandelman, Mark
supporting information, p. 2542 - 2547 (2015/03/04)
The incorporation of fluorine atom into a stereogenic center is a highly challenging transformation with current methodologies offering access mainly to chiral α- and β-fluoroalkanes. In this article, the development of a novel general approach to constru
Efficient synthesis of secondary alkyl fluorides via suzuki cross-coupling reaction of 1-halo-1-fluoroalkanes
Jiang, Xiaojian,Sakthivel, Sekarpandi,Kulbitski, Kseniya,Nisnevich, Gennady,Gandelman, Mark
supporting information, p. 9548 - 9551 (2014/07/22)
Organofluorine compounds have found extensive applications in various areas of science. Consequently, the development of new efficient and selective methods for their synthesis is an important goal in organic chemistry. Here, we present the first Suzuki c
Behaviors of α-Fluorocarbenoids Derived from the Nucleophilic Desulfinylation of α-Chloro-α-fluoroalkyl Sulfoxides
Uno, Hidemitsu,Sakamoto, Katsuji,Semba, Fumihiko,Suzuki, Hitomi
, p. 210 - 217 (2007/10/02)
2-Aryl-1-chloro-1-fluoroethyl sulfoxides underwent nucleophilic desulfinylation with PhMgBr to give (Z)-fluorostyrene derivatives in a very stereoselective manner (>33:1) via an α-fluorocarbene species.When treated with 3 equiv of PhLi in the presence of N,N,N',N'-tetramethylethylenediamine, they similarly formed fluorostyrenes as a stereoisomeric mixture (E:Z = 2:1), but with 1 equiv of PhLi 1-aryl-1-chloro-1-fluoroethanes were the major product.On the other hand, no formation of a fluoroalkene was observed in the desulfinylation of 1-chloro-1-fluoro-4-phenylbutyl sul foxide with the nucleophiles.In the latter reaction, oxidation and/or phenylation of the intermediate carbene were the main pathways.
