25289-62-7Relevant academic research and scientific papers
Efficient Synthesis of Dimeric Oxazoles, Piperidines and Tetrahydroisoquinolines from N-Substituted 2-Oxazolones
He, Yun,Agarwal, Piyush K.,Kiran, I. N. Chaithanya,Yu, Ruocheng,Cao, Bei,Zou, Cheng,Zhou, Xinghua,Xu, Huacheng,Xu, Biao,Zhu, Lei,Lan, Yu,Nicolaou
, p. 7696 - 7701 (2016/06/09)
A mild and practical method for the construction of heterocycles from N-substituted 2-oxazolones through cascade, BF3·Et2O/H2O-catalyzed reactions involving iminium ion generation and trapping by external or internal olefinic and aryl moieties is described. Mechanistic and computational studies revealed the strong protic acid HBF4as the initiating catalyst for these cascade reactions. Providing access to novel molecular diversity, these processes may facilitate chemical biology studies, drug discovery efforts and natural products synthesis.
Tandem Blaise/retro-Blaise reaction for the nitrile-mediated regioselective intermolecular addition of unstabilized zinc ester enolates (Reformatsky Reagents) to 1-alkynes and 1,3-enynes
Kim, Ju Hyun,Chun, Yu Sung,Lee, Sang-Gi
, p. 11483 - 11493 (2013/12/04)
We report the novel use of a nitrile as a mediator to achieve the regioselective intermolecular addition of unstabilized zinc ester enolates (Reformatsky reagents) to 1-alkynes and 1,3-enynes. This reaction is made possible by a reversible addition of enolates to a nitrile (Blaise reaction), generating a zinc aza-enolate that, unlike zinc ester enolates, can add intermolecularly to 1-alkynes and 1,3-enynes. Subsequent removal of the nitrile through a retro-Blaise reaction generates the targeted addition product. This method is combined with a Diels-Alder reaction and subsequent oxidative aromatization, providing a tandem one-pot de novo construction of α-arylated alkanoates from Reformatsky reagents.
A novel ketone olefination via organozinc reagents in the presence of diphenyl phosphite
Cui, Hua,Li, Ying,Zhang, Songlin
supporting information, p. 2862 - 2869 (2012/11/07)
Carbonyl compounds react with organozinc reagents in the presence of diphenyl phosphite to give the corresponding olefins. A variety of 1,3-dienes and unsaturated esters were obtained in moderate to excellent yields under mild conditions. The Royal Society of Chemistry 2012.
Hydrohalogenation reaction of substituted 1,2-allenic carboxylic acids, esters, amides, nitriles, and diphenyl phosphine oxides
Ma,Xie,Wang,Zhang,Shi
, p. 713 - 730 (2007/10/03)
The hydrohalogenation reaction of 1,2-allenic carboxylic acids, esters, amides, nitriles, and diphenyl phosphine oxides with HX or MX (X = I, Br, Cl, M = Na, Li) in different solvents, such as HOAc, CF3CO2H, and CF3CO
ANODIC SYNTHESIS OF BUTENOLIDES FROM β-ETHYLENIC ESTERS DOUBLE CYCLIZATION IN THE PRESENCE OF OLEFINS
Delaunay, J.,Orliac-Le Moing, A.,Simonet, J.
, p. 7089 - 7094 (2007/10/02)
Anodic oxidation of β-ethylenic esters yields butenolides 2.In the presence of 1-phenyl-1-propene or α,β-disubstituted indenones a double cyclization takes place to yield more complex butenolides
Effect of A-Strain on a Synthesis of cis-Fused 4a-Aryloctahydro-1H-cyclopentapyridine Derivatives through Tandem Radical Cyclisation of an α-Acylamino-Polyene System
Kano, Shinzo,Yuasa, Yoko,Yokomatsu, Tsutomu,Asami, Kenji,Shibuya, Shiroshi
, p. 1717 - 1718 (2007/10/02)
An efficient synthesis of the cis-fused 4a-aryloctahydro-1H-cyclopentapyridine ring system, an analogue of 4a-aryldecahydroisoquinoline, was achieved through a tandem radical approach by cyclisation of free radical-polyene species.
