Catalyst-free dehydrative SN1-type reaction of indolyl alcohols with diverse nucleophiles “on water”

Jian Xiao; Hao Wen; Liang Wang; Lubin Xu; Zhihui Hao; Chang-Lun Shao; Chang-Yun Wang

doi:10.1039/C5GC01838B

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Catalyst-free dehydrative S_N1-type reaction of indolyl alcohols with diverse nucleophiles “on water”†

Jian Xiao,*^a Hao Wen,^b Liang Wang,^a Lubin Xu,^a Zhihui Hao,^a Chang-Lun Shao*^b and Chang-Yun Wang^b

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* Corresponding authors

^a College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao, China
E-mail: chemjianxiao@163.com

^b Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Republic of China
E-mail: shaochanglun@163.com

Abstract

A green and efficient dehydrative S_N1-type reaction of indolyl alcohols with diverse nucleophiles was developed using water as the solvent, affording versatile 3-indolyl derivatives in high yields. The advantages of being catalyst-free, environmentally benign, and having a wide substrate scope and easy workup make it a promising method for preparation of indolyl compounds.

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Article information

DOI: https://doi.org/10.1039/C5GC01838B
Article type: Paper
Submitted: 07 Aug 2015
Accepted: 11 Sep 2015
First published: 16 Sep 2015

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Green Chem., 2016,18, 1032-1037

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Catalyst-free dehydrative S_N1-type reaction of indolyl alcohols with diverse nucleophiles “on water”

J. Xiao, H. Wen, L. Wang, L. Xu, Z. Hao, C. Shao and C. Wang, Green Chem., 2016, 18, 1032 DOI: 10.1039/C5GC01838B

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