Jump to main content
Jump to site search

Issue 93, 2015
Previous Article Next Article

Silver-mediated thio-acetoxylation and TFA triggered cyclization of amino disulfides with unactivated alkenes: synthesis of 3-aryl/alkyl-1,4-benzothiazines

Author affiliations

Abstract

A convenient strategy for the synthesis of 3-aryl/alkyl-1,4-benzothiazines has been developed. This reaction proceeds via 1,2-thioacetoxylation of an alkene with silver acetate and acetic acid as an additive, followed by cyclization using TFA. The addition of alkene took place in a regioselective manner, forming exclusively one regioisomer, which was confirmed by a single crystal X-ray study. Various differently substituted alkenes, such as aromatic and aliphatic olefins, were coupled with amino disulfides to form a library of benzothiazine derivatives.

Graphical abstract: Silver-mediated thio-acetoxylation and TFA triggered cyclization of amino disulfides with unactivated alkenes: synthesis of 3-aryl/alkyl-1,4-benzothiazines

Back to tab navigation

Supplementary files

Publication details

The article was received on 03 Jul 2015, accepted on 25 Aug 2015 and first published on 25 Aug 2015


Article type: Paper
DOI: 10.1039/C5RA12995H
Citation: RSC Adv., 2015,5, 75881-75888
  •   Request permissions

    Silver-mediated thio-acetoxylation and TFA triggered cyclization of amino disulfides with unactivated alkenes: synthesis of 3-aryl/alkyl-1,4-benzothiazines

    Ch. D. Prasad, A. Verma, Moh. Sattar and S. Kumar, RSC Adv., 2015, 5, 75881
    DOI: 10.1039/C5RA12995H

Search articles by author

Spotlight

Advertisements