1721-25-1Relevant articles and documents
Cu-Catalyzed Three-Component Cascade Annulation Reaction: An Entry to Functionalized Pyridines
Jiang, Huanfeng,Yang, Jidan,Tang, Xiaodong,Li, Jianxiao,Wu, Wanqing
, p. 8763 - 8771 (2015/09/15)
A concise copper-catalyzed N-O bond cleavage/C-C/C-N bond formation procedure has been described for the synthesis of multisubstituted pyridines. Various oxime acetates, activated methylene compounds, and a wide range of aldehydes bearing aryl, heteroaryl, vinyl, and trifluoromethyl groups were employed to provide the tri- or tetrasubstituted pyridines with flexible substitution patterns. Moreover, this method features inexpensive catalysts, no need for extra oxidant, and high step-enconomy, which make it pratical and attractive.
One-step synthesis of thiazolo[3,2-a]pyridines by a multicomponent reaction of β-enaminonitriles, α,β-unsaturated aldehydes, and 2-aminothiol hydrochlorides
Perrino, Mónica Pérez,Villar-Guerra, Rafael del,Sa?udo, M. Carmen,Calvo, Luis A.,González-Ortega, Alfonso
body text, p. 2815 - 2822 (2010/06/16)
A wide library of 3,7,8,8a-tetrahydro-2H-thiazolo[3,2-a]pyridines has been prepared by simple heating in acetonitrile of β-enaminonitriles, α,β-unsaturated aldehydes and 2-aminothiol hydrochlorides. Chemical yields depend on the nature, hindrance, and position of the substituents. The scope, limitations, and stereocontrol associated to this three-component reaction have been studied in detail. In general, the diastereoinduction observed in the three new stereogenic centers generated in the pro-chiral α,β-unsaturated aldehyde is low.
Palladium-catalyzed regiocontrolled internal heteroarylation of electron-rich olefins with heteroaryl halides
Xu, Dan,Liu, Zhihua,Tang, Weijun,Xu, Lijin,Hyder, Zeynab,Xiao, Jianliang
body text, p. 6104 - 6107 (2009/04/04)
A highly efficient palladium-catalyzed Heck coupling reaction of heteroaryl halides with electron-rich vinyl ether and hydroxyalkyl vinyl ethers is described. It was found that the choice of solvent, ligand, and reaction temperature had a fundamental influence on the regioselectivity and reactivity of the reaction, and the combination of Pd(OAc)2 and DPPF in ethylene glycol led to the most effective catalytic system. Under these conditions, a variety of heteroaryl halides reacted very quickly with electron-rich olefins to afford exclusively the branched products in good to excellent yields without employing triflates, halide scavengers, or ionic liquids.