Issue 44, 2016
From the journal:

Organic & Biomolecular Chemistry

Highly regioselective synthesis of 4-tosylthiomorpholine via intramolecular cyclization of N-tethered thioalkenols†

Anil K. Saikia,*a   Manash J. Dekaa  and  Upasana Borthakura  

* Corresponding authors

a Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, Assam, India
E-mail: asaikia@iitg.ernet.in
Fax: +91361 269 0762
Tel: +91 361 258 2316

Abstract

A one-pot, metal-free procedure has been developed for the synthesis of 4-tosylthiomorpholine from N-tethered thioalkenols via bromination, cyclization and subsequent elimination reaction in good yields. The reaction is found to be highly regioselective.

Graphical abstract: Highly regioselective synthesis of 4-tosylthiomorpholine via intramolecular cyclization of N-tethered thioalkenols

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Article information

DOI
https://doi.org/10.1039/C6OB01869F
Article type
Paper
Submitted
25 Aug 2016
Accepted
12 Oct 2016
First published
13 Oct 2016

Org. Biomol. Chem., 2016,14, 10489-10495

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Highly regioselective synthesis of 4-tosylthiomorpholine via intramolecular cyclization of N-tethered thioalkenols

A. K. Saikia, M. J. Deka and U. Borthakur, Org. Biomol. Chem., 2016, 14, 10489 DOI: 10.1039/C6OB01869F

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