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Oxidative Cross Coupling Reaction of 4-Hydroxydithiocoumarin and Amines/Thiols Using a Combination of I2 and TBHP: Access to Lead Molecules for Bio-medical Applications

Abstract

A metal-free I2/TBHP induced high atom economic and operationally simple oxidative cross coupling reaction have been developed for direct synthesis of sulfenamides/sulfanes/ disulfides from the reaction of 4-hydroxydithiocoumarin and amines/thiols. The novelties of the present protocol are unprecedented S-C bond formation in addition to S-N and S-S bonds, shorter reaction time, mild and environmentally benign reaction conditions, functional groups tolerance and moderate to excellent yields. Moreover, the four newly synthesized compounds namely 4m, 6d, 6e and 7a exhibit anti-proliferative activity against breast cancer cell line MCF7, which may be the lead molecules for future drug development.

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Publication details

The article was received on 04 Nov 2017, accepted on 11 Jan 2018 and first published on 11 Jan 2018


Article type: Communication
DOI: 10.1039/C7CC08502H
Citation: Chem. Commun., 2018, Accepted Manuscript
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    Oxidative Cross Coupling Reaction of 4-Hydroxydithiocoumarin and Amines/Thiols Using a Combination of I2 and TBHP: Access to Lead Molecules for Bio-medical Applications

    K. Mahato, N. Arora, P. Ray Bagdi, R. Gattu, S. S. Ghosh and A. T. Khan, Chem. Commun., 2018, Accepted Manuscript , DOI: 10.1039/C7CC08502H

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