23602-08-6Relevant academic research and scientific papers
Dual Catalytic Platform for Enabling sp3 α C-H Arylation and Alkylation of Benzamides
Giacoboni, Jessica,Martin, Ruben,Martin-Montero, Raul,Montgomery, John,Rand, Alexander W.,Romano, Ciro,Xu, Liang,Yin, Hongfei
, p. 4671 - 4676 (2020)
A dual catalytic sp3 α C-H arylation and alkylation of benzamides with organic halides is described. This protocol exhibits an exquisite site selectivity, chemoselectivity, and enantioselectivity pattern, offering a complementary reactivity mode to existing sp3 arylation or alkylations via transition metal catalysis or photoredox events.
A direct and stereoretentive synthesis of amides from cyclic alcohols
Mondal, Deboprosad,Bellucci, Luca,Lepore, Salvatore D.
supporting information; experimental part, p. 7057 - 7061 (2012/01/03)
Chlorosulfites prepared in situ using thionyl chloride react with nitrile complexes of titanium(IV) fluoride to give a one-pot conversion of alcohols into amides. For the first time, amides are obtained from cyclic alcohols with stereoretention. Critical to the design of these new TiIV reactions has been the use of little-explored TiIV nitrile complexes that are thought to chelate chlorosulfites in the transition state tocreate a carbocation that is rapidly captured by the nitrile nucleophile through a front-side attack mechanism.
ALKYLATION OF 2-AZAALLYL ANIONS; A VERSATILE PRIMARY AMINE SYNTHESIS
Hornback, Joseph M.,Murugaverl, Balasingam
, p. 5853 - 5856 (2007/10/02)
Imines from primary amines and mesityl 2-pyridyl ketone react with LDA followed by treatment with an alkyl halide and hydrolysis to give the original amine alkylated at the alpha-position.
