Spirooxazoline Synthesis by an Oxidative Dearomatizing Cyclization
Spirocyclic compounds are of increasing importance owing to their potential applications in the development of new pharmaceuticals. Herein, we describe a new, rapid access to rarely seen spirooxazolines utilizing an I(I)/I(III) reaction manifold. The scope of the cyclization using phenols and naphthols is described along with the stereoselective functionalization of the spirocycles. The application of this method to the formation of dihydrooxazines is also demonstrated.
Tariq, M. Umair,Moran, Wesley J.
p. 5153 - 5160
(2020/07/30)
Tert -Butyl Peroxybenzoate Mediated Selective and Mild N-Benzoylation of Ammonia/Amines under Catalyst- and Solvent-Free Conditions
A new protocol for the synthesis of amides from tert-butyl peroxybenzoate (TBPB) and ammonia/amines has been developed under catalyst- and solvent-free conditions. The ammonia, primary and secondary amines reacted smoothly with TBPB to furnish the corresponding primary, secondary, and tertiary amides in excellent yields. TBPB proved to be an efficient and highly chemoselective benzoylating reagent for aliphatic amines in the presence of aromatic amines/hydroxyl groups.
Yadav, Dilip Kumar T.,Bhanage, Bhalchandra M.
supporting information
p. 1862 - 1866
(2015/08/06)
Synthesis and Antiarrhythmic and Parasympatholytic Properties of Substituted Phenols. 2. Amides
Thirty amides patterned after the antiarrhythmic drug changrolin were synthesized and their antiarrhythmic and parasympatholytic activities were assessed. There was no correlation between antiarrhythmic and parasympatholytic activities. Several of the ami
Stout, David M.,Matier, W. L.,Barcelon-Yang, Cynthia,Reynolds, Robert D.,Brown, Barry S.
p. 1347 - 1350
(2007/10/02)
AROMATIC HYDROXYLATION OF BENZYLAMIDES BY POTASSIUM SUPEROXIDE
N-benzylamides react with potassium superoxide in benzene in presence of 18-crown-6 ether to give ortho and para hydroxylated products.A mechanism is proposed for this reaction, involving the nucleophilic attack of superoxide anion to amide carbonyl and hydrogen abstraction from benzyle methylene by the substrate-superoxide adduct.
Galliani, Guido,Rindone, Bruno
p. 2313 - 2318
(2007/10/02)
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