An efficient method was developed for the synthesis of arylidene heterobicyclic 3-cyano-2-pyridones via ytterbium chloride catalyzed tandem condensation of aromatic aldehydes,cyclic ketones,and cyanoacetamide.The conditions and scope of the reaction were investigated and a reaction mechanism was proposed.
A clean,efficient method to synthesize 2-amino-4H-3,1-benzothiazines by ytterbium chloride-catalyzed tandem addition-cyclization reaction of o-aminocinnamate and isothiocyanates under solvent-free conditions is developed.
Heterobimetallic clusters of Na8Ln(OtBu)10(OH) (Ln = ytterbium, europium, samarium and neodymium) are found to be useful catalysts for amidation of aldehydes with amines under mild conditions. The catalytic activity depends on the central metal ion in the cluster, and the order activity is ytterbium < europium < samarium ≈ neodymium. The catalysts show a wide range of scope in their activity towards amines including aliphatic amines and secondary cyclic amines such as pyrrolidine and piperidine.
An efficient method for the synthesis of tetrahydroquinoline derivatives via lanthanide halides catalyzed domino reactions of arylamines with dihydropyran is described. Either the cis or the trans isomer can be obtained as the major product in good yield by changing the catalyst and reaction conditions.
Catalytic acylation of nitriles with esters in the presence of 10 mol% NdNa8(OtBu)10(OH) is developed.The procedure is suitable for both enolizable and nonenolizable esters and affords β-ketonitriles in moderate to high yields.The heterometallic alkoxide cluster NdNa8(OtBu)10(OH) is structurally characterized by X-ray diffraction,and a mechanism for the production of β-ketonitriles using the cluster is proposed and verified.
LIU HaiDongLI LanSHENG HongTingZHU XueHuaXU FanSHEN Qi
A catalytic addition of amine N H bonds to carbodiimides using aluminum chloride as a Lewis acid catalyst is developed.The reaction proceeds under mild conditions without solvent to afford a series of substituted guanidines in good to excellent yields using a wide range of amines as substrates.Evidence of the proposed mechanism is provided by in situ infrared spectroscopy.
