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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 2
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Original Articles

Multistep Microwave-Assisted Solvent-Free Organic Reactions: Synthesis of 4-Oxo-tetrahydro-pyridine

Mauro Panunzio I. S. O. F.-C.N.R, Dipartimento di Chimica “G. Ciamician”, Via Selmi 2, I-40126, Bologna, ItalyCorrespondence[email protected]
,
Maria Antonietta Lentini I. S. O. F.-C.N.R, Dipartimento di Chimica “G. Ciamician”, Via Selmi 2, I-40126, Bologna, Italy
,
Eileen Campana I. S. O. F.-C.N.R., Bologna, Italy
,
Giorgio Martelli I. S. O. F.-C.N.R., Bologna, Italy
,
Emiliano Tamanini I. S. O. F.-C.N.R, Dipartimento di Chimica “G. Ciamician”, Via Selmi 2, I-40126, Bologna, Italy
&
Paola Vicennati I. S. O. F.-C.N.R., Bologna, Italy
Pages 345-359 | Received 07 May 2003, Published online: 18 Oct 2011
 
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Abstract

Preparation and ring-closure of 2-dimethylaminomethylene-5-substituted-3-oxo-pent-4-enoic acid benzyl esters to dihydropyridine rings are efficiently and quickly carried out under solvent-free conditions in an open-vessel microwave system. The syntheses of 1,6-disubstituted-4-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid benzyl esters are reported.

Acknowledgments

This work was partially supported by “Progetto Strategico sulle applicazioni delle Microonde, CNR, Rome.”

Notes

aWork is in progress to delucidate this surprising high stereoinduction. The results will be reported in due course.

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