Iodine-catalyzed cross-coupling of isocyanides and thiols for the synthesis of S-thiocarbamates

Ramdas S. Pathare; Vikas Patil; Harpreet Kaur; Antim K. Maurya; Vijai K. Agnihotri; Shahnawaz Khan; Nagaraju Devunuri; Ashoke Sharon; Devesh M. Sawant

doi:10.1039/C8OB01855C

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Iodine-catalyzed cross-coupling of isocyanides and thiols for the synthesis of S-thiocarbamates†

Ramdas S. Pathare,

^a Vikas Patil,^b Harpreet Kaur,^c Antim K. Maurya,^d Vijai K. Agnihotri,^d Shahnawaz Khan,*^e Nagaraju Devunuri,^b Ashoke Sharon

^c and Devesh M. Sawant

*^a

Author affiliations

* Corresponding authors

^a School of Chemical Sciences and Pharmacy, Central University of Rajasthan, NH8, Bandarsindri, Ajmer-305817, Rajasthan, India
E-mail: dms@curaj.ac.in

^b Vignans Foundation for Science, Technology & Research, Vadlamudi, Guntur-522 213, Andhra Pradesh, India

^c Department of Chemistry, Birla Institute of Technology, Mesra, Ranchi, Jharkhand-835215, India

^d Natural Product Chemistry and Process Development Division, CSIR-Institute of Himalayan Bioresource Technology, Palampur, Himachal Pradesh-176061, India

^e Department of Chemistry, Bhupal Noble's University, Udaipur-313001, India
E-mail: khancdri@gmail.com

Abstract

A novel and efficient metal free, redox-neutral method for the synthesis of secondary thiocarbamates by cross-coupling of readily available thiophenol and isocyanides has been developed. The present methodology exhibits a broad substrate scope with good to excellent yields without an additive/extra oxidant under mild reaction conditions catalyzed by inexpensive iodine as the catalyst.

This article is part of the themed collection: Synthetic methodology in OBC

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DOI: https://doi.org/10.1039/C8OB01855C
Article type: Communication
Submitted: 31 Jul 2018
Accepted: 04 Sep 2018
First published: 04 Sep 2018

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Org. Biomol. Chem., 2018,16, 8263-8266

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Iodine-catalyzed cross-coupling of isocyanides and thiols for the synthesis of S-thiocarbamates

R. S. Pathare, V. Patil, H. Kaur, A. K. Maurya, V. K. Agnihotri, S. Khan, N. Devunuri, A. Sharon and D. M. Sawant, Org. Biomol. Chem., 2018, 16, 8263 DOI: 10.1039/C8OB01855C

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Organic & Biomolecular Chemistry

Iodine-catalyzed cross-coupling of isocyanides and thiols for the synthesis of S-thiocarbamates†

Abstract

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Iodine-catalyzed cross-coupling of isocyanides and thiols for the synthesis of S-thiocarbamates

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