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Issue 5, 2012
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Regiospecific β-lactam ring-opening/recyclization reactions of N-aryl-3-spirocyclic-β-lactams catalyzed by a Lewis–Brønsted acids combined superacid catalyst system: a new entry to 3-spirocyclicquinolin-4(1H)-ones

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Abstract

The regiospecific β-lactam ring-opening/recyclization reaction of N-aryl-3-spirocyclic-β-lactams, made by the one-pot cyclization reaction of acetoacetanilides, has been achieved for the first time using a Lewis–Brønsted acids combined superacid catalyst system, thus providing an efficient entry to 3-spirocyclicquinolin-4(1H)-ones. A mechanism involving superacid-catalysis was proposed.

Graphical abstract: Regiospecific β-lactam ring-opening/recyclization reactions of N-aryl-3-spirocyclic-β-lactams catalyzed by a Lewis–Brønsted acids combined superacid catalyst system: a new entry to 3-spirocyclicquinolin-4(1H)-ones

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Supplementary files

Article information


Submitted
22 Sep 2011
Accepted
16 Nov 2011
First published
01 Dec 2011

Chem. Commun., 2012,48, 690-692
Article type
Communication

Regiospecific β-lactam ring-opening/recyclization reactions of N-aryl-3-spirocyclic-β-lactams catalyzed by a Lewis–Brønsted acids combined superacid catalyst system: a new entry to 3-spirocyclicquinolin-4(1H)-ones

Y. Hu, X. Fu, B. Barry, X. Bi and D. Dong, Chem. Commun., 2012, 48, 690
DOI: 10.1039/C1CC15881C

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