111097-41-7Relevant academic research and scientific papers
Stereo- and regioselective gold-catalyzed hydroamination of internal alkynes with dialkylamines
Hesp, Kevin D.,Stradiotto, Mark
supporting information; experimental part, p. 18026 - 18029 (2011/03/16)
We report the use of a P,N-ligand to support a gold complex as a state-of-the-art precatalyst for the stereoselective hydroamination of internal aryl alkynes with dialkylamines to afford E-enamine products. Substrates featuring a diverse range of functional groups on both the amine (ether, sulfide, N-Boc amine, fluoro, nitrile, nitro, alcohol, N-heterocycles, amide, ester, and carboxylic acid) and alkyne (ether, N-heterocycles, N-phthalimide amines, and silyl ethers) are accommodated with synthetically useful regioselectivity.
Three-component coupling reactions of thioformamides with organolithium and grignard reagents leading to formation of tertiary amines and a thiolating agent
Murai, Toshiaki,Asai, Fumio
, p. 780 - 781 (2007/10/03)
A highly efficient three-component coupling reaction between thioformamides and organolithium and Grignard reagents was developed. The generality of the process has been demonstrated by using various combinations of reactants and reagents. Information about the mechanism of the reaction has come from 1H and 13C NMR spectroscopic detection of the key intermediate. The LiS group in the intermediates generated by addition of the organolithium reagents to the thioformamides serves as a leaving group. The solid byproduct formed in these reactions, formulated as [LiSMgBr], can be used as a thiolating agent to transform acid chlorides into thioic acids and thioic acid anhydrides. Copyright
SELECTIVE CARBOPHILIC ADDITION OF ORGANOLITHIUMS TO THIOAMIDES. A NOVEL SYNTHESIS OF UNSYMMETRICAL KETONES AND α-ALKYLATED AMINES
Tominaga, Yoshinori,Kohra, Shinya,Hosomi, Akira
, p. 1529 - 1532 (2007/10/02)
Thioamides, readily available from aldehydes, sulfur and secondary amines, can be converted to unsymmetrical ketones by the carbophilic addition of organolithiums to the thiocarbonyl group.Reduction of the intermediates with lithium aluminium hydride gives α-alkylated or α-arylated amines.
