Copper-Catalyzed Regioselective Oxidative Cycloamidation of α-[(β-Dimethylamino)propenoyl]-Alkylamides: Synthetic Route to Substituted Pyrrolidine-2,4-diones
An intramolecular oxidative amidation of varied α-[(β-dimethylamino)propenoyl]-alkylamides catalyzed by copper(II) bromide in the presence of PIFA and TFA has been described. This process features mild reaction conditions, simple execution, good yields, h
A Formal [3+2] Annulation of β-Oxoamides and 3-Alkyl- or 3-Aryl-Substituted Prop-2-Ynyl Sulfonium Salts: Substrate-Controlled Chemoselective Synthesis of Substituted γ-Lactams and Furans
A substrate-controlled synthesis of substituted γ-lactams and furans has been developed via a formal [3+2] annulation of β-oxoamides and 3-alkyl/arylprop-2-ynyl sulfonium salts in the presence of cesium carbonate in a chemoselective manner. This novel pro
Synthesis and X-ray crystal structure determinations of pyrrolidine-2,4-diones 2-imnopyrrolidin-5-ones and 1,3-oxazine-2,4-diones derived from acetoacetanilides
Commercially available acetoacetanilides may, after initial alkylation, be cyclized to pyrrolidine-2,5-diones by reaction with ethyl bromoacetate or cyclized to 5-iminopyrrolidin-2-ones with chloroacetonitrile. Reaction with ethyl chloroformate gives 1,3-
Duff, Thomas,James, John P.,Mueller-Bunz, Helge
p. 465 - 474
(2007/10/03)
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