175355-35-8Relevant academic research and scientific papers
Alkenyl Exchange of Allylamines via Nickel(0)-Catalyzed C-C Bond Cleavage
Fan, Chao,Lv, Xin-Yang,Xiao, Li-Jun,Xie, Jian-Hua,Zhou, Qi-Lin
supporting information, p. 2889 - 2893 (2019/02/19)
A functional group exchange reaction between allylamines and alkenes via nickel-catalyzed C - C bond cleavage and formation was developed. This reaction provides a novel protocol, which does not require the use of unstable imine substrates, for the synthesis of allylamines, which are widely used in the production of fine chemicals, pharmaceuticals, and agrochemicals.
The Generation of Difluoroketenimine and Its Application in the Synthesis of α,α-Difluoro-β-amino Amides
Zhang, Rui,Zhang, Zhikun,Zhou, Qi,Yu, Lefei,Wang, Jianbo
, p. 5744 - 5748 (2019/03/28)
Fluorine-containing β-amino acids and their derivatives have attracted significant attention due to their importance in life sciences. Herein the previously unknown difluoroketenimine, the analogue of the elusive difluoroketene, has been generated by the
Synthesis of Benzyl Amines via Copper-Catalyzed Enantioselective Aza-Friedel-Crafts Addition of Phenols to N -Sulfonyl Aldimines
Shikora, Jonathan M.,Chemler, Sherry R.
, p. 2133 - 2137 (2018/04/30)
A new copper-catalyzed enantioselective aza-Freidel-Crafts reaction between phenols and N-sulfonyl aldimines that provides chiral secondary benzylamines in good to excellent yields and excellent enantioselectivities (up to 99% ee) is disclosed. In particular, excellent scope with alkylimines was observed for the first time. The synthetic utility of the products was demonstrated in the first enantioselective synthesis of a dual orexin receptor antagonist, a compound that contains an amine-bearing stereocenter adjacent to a bis-ortho-functionalized arene.
Rhodium-Catalyzed Enantioselective Arylation of Aliphatic Imines
Kato, Naoya,Shirai, Tomohiko,Yamamoto, Yasunori
supporting information, p. 7739 - 7742 (2016/06/09)
Chiral rhodium(I)-catalyzed highly enantioselective arylation of aliphatic N-sulfonyl aldimines with arylboronic acids has been developed. This transformation is achieved by the use of a rhodium/bis(phosphoramidite) catalyst to give enantiomerically enriched α-branched amines (up to 99 % ee). In addition, this system enables efficient synthesis of (+)-NPS R-568 and Cinacalcet which are calcimimetic agents.
Aza-Morita-Baylis-Hillman reactions catalyzed by a cyclopropenylidene
Lu, Xun,Schneider, Uwe
supporting information, p. 12980 - 12983 (2016/11/09)
Catalysis using a bis(dialkylamino)cyclopropenylidene (BAC) has been developed, which relies on a formal umpolung activation of Michael acceptor pro-nucleophiles. Various aza-Morita-Baylis-Hillman reactions between aromatic, heteroaromatic, or aliphatic imines and acyclic or cyclic α,β-unsaturated ketones and carboxylic acid derivatives have been catalyzed by a BAC under mild conditions. Functionalities such as unprotected amino and hydroxy groups have been tolerated. The catalyst loading was decreased to 1 mol% without loss of activity. The BAC catalyst was shown to be substantially more active than a cyclic (alkyl)(amino) carbene (CAAC), N-heterocyclic carbenes (NHCs), and P- or N-centered Lewis bases.
A tandem Mannich addition-palladium catalyzed ring-closing route toward 4-substituted-3(2H)-furanones
John, Jubi,Tarcoveanu, Eliza,Jones, Peter G.,Hopf, Henning
supporting information, p. 1462 - 1470 (2014/07/22)
A facile route towards highly functionalized 3(2H)-furanones via a sequential Mannich addition-palladium catalyzed ring closing has been elaborated. The reaction of 4-chloroacetoacetate esters with imines derived from aliphatic and aromatic aldehydes unde
Aza-Reformatsky reaction promoted by catalytic samarium diiodide: Synthesis of β-amino esters or amides
Rodríguez-Solla, Humberto,Díaz-Pardo, Ainhoa,Concellón, Carmen,Del Amo, Vicente
, p. 1709 - 1712 (2014/08/05)
The synthesis of β-amino esters or amides has been achieved from moderate to high yields from the reaction of imines and α-halo esters or amides promoted by catalytic amounts of samarium diiodide in the presence of magnesium turnings as co-reductant. A me
The use of samarium or sodium iodide salts as an alternative for the aza-Henry reaction
Rodríguez-Solla, Humberto,Concellón, Carmen,Alvaredo, Noemí,Soengas, Raquel G.
experimental part, p. 1736 - 1744 (2012/03/10)
A novel reaction of bromonitromethane with a variety of imines in very mild conditions promoted by SmI2 and NaI to afford nitroamines or bromonitroamines is described. When these reactions were performed on sugar-based imines, the corresponding
Synthesis of 2-amino-1,3-dienes by chromium-catalyzed addition of silylated propargyl bromides to imines
Durán-Galván, María,Connell, Brian T.
experimental part, p. 7901 - 7908 (2011/11/07)
(Silyl)methylallenic amines were synthesized by the chromium-catalyzed addition of (4-bromobutynyl)trimethylsilane to tosyl imines. Regioisomeric mixtures of the desired allene and the corresponding alkyne were obtained. Allenic imines were then treated w
