Issue 12, 2015
From the journal:

New Journal of Chemistry

Regioselective and diastereoselective iodocyclization reaction of alkene-thioureas: an efficient approach to bicyclic β-lactams†

Dinesh R. Garud,‡*a   Amol D. Sonawane,b   Jyoti B. Auti,‡a   Navnath D. Rode,b   Vinod R. Ranpise,‡a   Rohini R. Joshib  and  Ramesh A. Joshib  

* Corresponding authors

a Department of Chemistry, Sir Parashurambhau College, Tilak Road, Pune 411 030, Maharashtra, India
E-mail: ddgarud@gmail.com
Fax: +91-20-2433-2479
Tel: +91-9689647768

b Division of Organic Chemistry, National Chemical Laboratory, Pune 411 008, Maharashtra, India

Abstract

Bicyclic β-lactams, i.e. 3-thia-1-dethiacephams, were synthesized via a highly regioselective and diastereoselective iodocyclization reaction of alkene-thioureas with molecular iodine. Furthermore, the structure of 3-thia-1-dethiacepham was confirmed by a chemical method, the dehydrohalogenation reaction using DBU.

Graphical abstract: Regioselective and diastereoselective iodocyclization reaction of alkene-thioureas: an efficient approach to bicyclic β-lactams

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Article information

DOI
https://doi.org/10.1039/C5NJ01963J
Article type
Paper
Submitted
28 Jul 2015
Accepted
15 Sep 2015
First published
17 Sep 2015

New J. Chem., 2015,39, 9422-9428

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Regioselective and diastereoselective iodocyclization reaction of alkene-thioureas: an efficient approach to bicyclic β-lactams

D. R. Garud, A. D. Sonawane, J. B. Auti, N. D. Rode, V. R. Ranpise, R. R. Joshi and R. A. Joshi, New J. Chem., 2015, 39, 9422 DOI: 10.1039/C5NJ01963J

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