Iodine–PPh3-mediated C3-sulfenylation of indoles with sodium sulfinates

Praewpan Katrun; Sakchai Hongthong; Sornsiri Hlekhlai; Manat Pohmakotr; Vichai Reutrakul; Darunee Soorukram; Thaworn Jaipetch; Chutima Kuhakarn

doi:10.1039/C4RA02607A

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Iodine–PPh₃-mediated C3-sulfenylation of indoles with sodium sulfinates†

Praewpan Katrun,^a Sakchai Hongthong,^a Sornsiri Hlekhlai,^a Manat Pohmakotr,^a Vichai Reutrakul,^a Darunee Soorukram,^a Thaworn Jaipetch^b and Chutima Kuhakarn*^a

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* Corresponding authors

^a Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand
E-mail: chutima.kon@mahidol.ac.th
Fax: +66-2-3547151
Tel: +66-2-2015155

^b Mahidol University, Kanchanaburi Campus, Saiyok, Kanchanaburi 71150, Thailand

Abstract

3-(Alkylsulfanyl)- and 3-(arylsulfanyl)indoles were efficiently prepared by the reaction of indoles with sodium sulfinates mediated by iodine–PPh₃ in ethanol. The salient features of the present protocol are simplicity, high efficiency, non-anhydrous conditions, environmentally friendly reagents and solvent, and short reaction time.

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Article information

DOI: https://doi.org/10.1039/C4RA02607A
Article type: Paper
Submitted: 25 Mar 2014
Accepted: 06 Apr 2014
First published: 07 Apr 2014

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RSC Adv., 2014,4, 18933-18938

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Iodine–PPh₃-mediated C3-sulfenylation of indoles with sodium sulfinates

P. Katrun, S. Hongthong, S. Hlekhlai, M. Pohmakotr, V. Reutrakul, D. Soorukram, T. Jaipetch and C. Kuhakarn, RSC Adv., 2014, 4, 18933 DOI: 10.1039/C4RA02607A

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