Synlett 2015; 26(08): 1069-1072
DOI: 10.1055/s-0034-1380275
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© Georg Thieme Verlag Stuttgart · New York

Synthesis of New 3-[(Alkylthio)methyl]-1-hydroxy-2-phenylindoles

Sang Hyup Lee*
College of Pharmacy, Duksung Women’s University, Seoul 132-714, Republic of Korea   Innovative Drug Center, Duksung Women’s University, Seoul 132-714, Republic of Korea   Email: sanghyup@duksung.ac.kr
,
Hyejin Kim
College of Pharmacy, Duksung Women’s University, Seoul 132-714, Republic of Korea   Innovative Drug Center, Duksung Women’s University, Seoul 132-714, Republic of Korea   Email: sanghyup@duksung.ac.kr
,
Yeon Kyeong Park
College of Pharmacy, Duksung Women’s University, Seoul 132-714, Republic of Korea   Innovative Drug Center, Duksung Women’s University, Seoul 132-714, Republic of Korea   Email: sanghyup@duksung.ac.kr
,
Hyunsung Cho
College of Pharmacy, Duksung Women’s University, Seoul 132-714, Republic of Korea   Innovative Drug Center, Duksung Women’s University, Seoul 132-714, Republic of Korea   Email: sanghyup@duksung.ac.kr
› Author Affiliations
Further Information

Publication History

Received: 19 January 2015

Accepted after revision: 09 February 2015

Publication Date:
12 March 2015 (online)


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Abstract

The syntheses of new 3-[(alkylthio)methyl]-1-hydroxy-2-phenylindoles are presented. The substrates, obtained by efficient three-step synthesis, were treated with various thiol nucleophiles in the presence of SnCl2·2H2O to provide target compounds, through the consecutive processes of reduction, condensation, and addition in one pot. The mechanistic studies on reaction pathways and the involved intermediates are described.

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