Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 17
333
Views
7
CrossRef citations to date
0
Altmetric
Articles

A novel and facile synthesis of 3,5-Disubstituted isothiozoles under metal free conditions using acetophenones and dithioesters

, , , , , ORCID Icon & show all
Pages 2647-2654 | Received 07 Feb 2020, Published online: 28 Jul 2020
 

Abstract

A facile and conveniently simple new protocol is devised for the synthesis of 3,5-disubstituted and annulated isothiozoles under transition metal and catalyst free conditions utilizing easily available acetophenones, dithioesters and NH4OAc. This strategy involves C=O and C=S functionalization via sequential imine formation followed by intra molecular cyclization and aerial oxidation forming consecutive C−N and S−N bonds respectively in one pot. This protocol offers a low cost, user friendly, straight forward and widely applicable approach to 3,5-disubstituted isothiazoles.

Graphical Abstract

Acknowledgments

We thank NMR facility, Institute of Excellence, University of Mysore, Manasagangotri, Mysore, India for spectral data.

Additional information

Funding

The author (N.C) is thankful to UGC, New Delhi, for senior research fellowships and financial support from the DBT Glue grant [No. BT/PR23078/MED/29/1253/2017 dated-22/03/2018] and VGST [K-FIST (L1)] grant [No. KSTePS/VGST/K-FIST(L1)/2017-18/GRD-681/79/2018-2019 dated-17/09/2018] and PURSE grant (phase 2/27(C); dated: 13/09/2019 and phase 2/27(G); dated: 01/10/2019). UOM/IOE/Project fellow/687/2019-20 dated 01/01/2020.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.