Simple and Efficient Synthesis of Substituted 2-Pyrrolidinones, 2-Pyrrolones, and Pyrrolidines from Enaminones of Baylis−Hillman Derivatives of 3-Isoxazolecarbaldehydes

The enaminones, generated from derivatives of appropriately substituted Baylis−Hillman adducts of 3-isoxazolecarbaldehydes, undergo intramolecular ring-closure reactions to afford substituted 2-pyrrolidinones, 1,5-dihydro-2-pyrrolones, and N-substituted pyrrolidines in good yields.

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Bibliographic Details
Published in:Journal of organic chemistry 2005-01, Vol.70 (1), p.353-356
Main Authors: Singh, Vijay, Saxena, Rashmi, Batra, Sanjay
Format: Article
Language:English
Subjects:
Aldehydes - chemistry
Catalysis
Chemistry
Combinatorial Chemistry Techniques
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Isoxazoles - chemistry
Molecular Structure
Organic chemistry
Preparations and properties
Pyrrolidines - chemical synthesis
Pyrrolidinones - chemical synthesis
Stereoisomerism
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Summary:The enaminones, generated from derivatives of appropriately substituted Baylis−Hillman adducts of 3-isoxazolecarbaldehydes, undergo intramolecular ring-closure reactions to afford substituted 2-pyrrolidinones, 1,5-dihydro-2-pyrrolones, and N-substituted pyrrolidines in good yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo048411b