78172-92-6Relevant articles and documents
One-Pot Synthesis of α-Branched N-Acylamines via Titanium-Mediated Condensation of Amides, Aldehydes, and Organometallics
Dai, Chunhui,Genovino, Julien,Bechle, Bruce M.,Corbett, Matthew S.,Huh, Chan Woo,Rose, Colin R.,Sun, Jianmin,Warmus, Joseph S.,Blakemore, David C.
supporting information, p. 1064 - 1067 (2017/03/15)
A three-component, titanium-mediated synthesis of α-branched N-acylamines from commercial or readily accessible amides, aldehydes, and organometallic reagents is reported. The transformation proceeds under mild reaction conditions and tolerates a variety of functional groups (including nitrile, carbamate, olefin, basic amine, furan, and other sensitive heteroaromatics) to generate a large umbrella of α-branched N-acylamine products in high yields. The operationally practical procedure enables the use of this method in parallel chemical synthesis, a valuable feature that can facilitate the screening of bioactive molecules by medicinal chemists.
Oxidative nucleophilic substitution: Transformation of alkylboronic derivatives
Cazorla, Clément,Métay, Estelle,Lemaire, Marc
, p. 8615 - 8621 (2011/11/30)
An efficient amidation reaction is described in this paper. Potassium alkyltrifluoroborate salts can be transforming to amides from nitriles in the presence of copper acetate and boron trifluoride. An extension of this reaction allowed the formation of amines, ethers, and C-C bond.
A CONVENIENT METHOD FOR THE SYNTHESIS OF CARBOXAMIDES AND PEPTIDES BY THE USE OF TETRABUTYLAMMONIUM SALTS
Watanabe, Yutaka,Mukaiyama, Teruaki
, p. 285 - 288 (2007/10/02)
Various carboxamides and peptides are prepared in good yields by treatment of free acids and amines in H2O-dichloromethane or aqueous THF with bis(o-nitrophenyl) phenylphosphonate in the presence of tetrabutylammonium hydrogen sulfate or bromide.Carboxylic esters are also successfully converted to amides via carboxylate salts in one-pot.