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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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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cited_by cdi_FETCH-LOGICAL-a381t-24122549cf2784a833d400ddb803c03eef66577381c0d5c19c635945d65422d33
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container_title Journal of organic chemistry
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description 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.
doi_str_mv 10.1021/jo048411b
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source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
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
title Simple and Efficient Synthesis of Substituted 2-Pyrrolidinones, 2-Pyrrolones, and Pyrrolidines from Enaminones of Baylis−Hillman Derivatives of 3-Isoxazolecarbaldehydes
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