Efficient Synthesis of 3‐Mercaptoindoles via HI‐Promoted Sulfenylation of Indoles with Sodium Sulfinates

Abstract A new direct sulfenylation method of indoles by sodium sulfinates and hydroiodic acid was developed giving variety of 3‐sulfenylindoles in high yields under mild conditions without using any catalysts or other additives. In situ‐generated RS‐I species are supposed to be mainly responsible f...

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Main Authors: Shengnan Sun, Hexia Ye, Haibo Liu, Dr. Yongbiao Guo, Zhenhua Gao, Dr. Li Pan, Dr. Junchen Li, Prof. Dr. Xiaojing Bi
Format: Article
Language:English
Published: Wiley-VCH 2023-03-01
Series:ChemistryOpen
Subjects:
Online Access:https://doi.org/10.1002/open.202300002
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author Shengnan Sun
Hexia Ye
Haibo Liu
Dr. Yongbiao Guo
Zhenhua Gao
Dr. Li Pan
Dr. Junchen Li
Prof. Dr. Xiaojing Bi
author_facet Shengnan Sun
Hexia Ye
Haibo Liu
Dr. Yongbiao Guo
Zhenhua Gao
Dr. Li Pan
Dr. Junchen Li
Prof. Dr. Xiaojing Bi
author_sort Shengnan Sun
collection DOAJ
description Abstract A new direct sulfenylation method of indoles by sodium sulfinates and hydroiodic acid was developed giving variety of 3‐sulfenylindoles in high yields under mild conditions without using any catalysts or other additives. In situ‐generated RS‐I species are supposed to be mainly responsible for the key electrophilic alkyl‐ or aryl‐thiolation process.
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spelling doaj.art-a312ba7b36dc4e38aa2a6cb3c81e04972023-03-27T12:44:29ZengWiley-VCHChemistryOpen2191-13632023-03-01123n/an/a10.1002/open.202300002Efficient Synthesis of 3‐Mercaptoindoles via HI‐Promoted Sulfenylation of Indoles with Sodium SulfinatesShengnan Sun0Hexia Ye1Haibo Liu2Dr. Yongbiao Guo3Zhenhua Gao4Dr. Li Pan5Dr. Junchen Li6Prof. Dr. Xiaojing Bi7State Key Laboratory of NBC Protection for Civilian 102205 Beijing ChinaState Key Laboratory of NBC Protection for Civilian 102205 Beijing ChinaState Key Laboratory of NBC Protection for Civilian 102205 Beijing ChinaState Key Laboratory of NBC Protection for Civilian 102205 Beijing ChinaState Key Laboratory of NBC Protection for Civilian 102205 Beijing ChinaState Key Laboratory of NBC Protection for Civilian 102205 Beijing ChinaState Key Laboratory of NBC Protection for Civilian 102205 Beijing ChinaState Key Laboratory of NBC Protection for Civilian 102205 Beijing ChinaAbstract A new direct sulfenylation method of indoles by sodium sulfinates and hydroiodic acid was developed giving variety of 3‐sulfenylindoles in high yields under mild conditions without using any catalysts or other additives. In situ‐generated RS‐I species are supposed to be mainly responsible for the key electrophilic alkyl‐ or aryl‐thiolation process.https://doi.org/10.1002/open.202300002hydroiodic acidindoleregioselectivesodium sulfinate3-sulfenylindoles
spellingShingle Shengnan Sun
Hexia Ye
Haibo Liu
Dr. Yongbiao Guo
Zhenhua Gao
Dr. Li Pan
Dr. Junchen Li
Prof. Dr. Xiaojing Bi
Efficient Synthesis of 3‐Mercaptoindoles via HI‐Promoted Sulfenylation of Indoles with Sodium Sulfinates
ChemistryOpen
hydroiodic acid
indole
regioselective
sodium sulfinate
3-sulfenylindoles
title Efficient Synthesis of 3‐Mercaptoindoles via HI‐Promoted Sulfenylation of Indoles with Sodium Sulfinates
title_full Efficient Synthesis of 3‐Mercaptoindoles via HI‐Promoted Sulfenylation of Indoles with Sodium Sulfinates
title_fullStr Efficient Synthesis of 3‐Mercaptoindoles via HI‐Promoted Sulfenylation of Indoles with Sodium Sulfinates
title_full_unstemmed Efficient Synthesis of 3‐Mercaptoindoles via HI‐Promoted Sulfenylation of Indoles with Sodium Sulfinates
title_short Efficient Synthesis of 3‐Mercaptoindoles via HI‐Promoted Sulfenylation of Indoles with Sodium Sulfinates
title_sort efficient synthesis of 3 mercaptoindoles via hi promoted sulfenylation of indoles with sodium sulfinates
topic hydroiodic acid
indole
regioselective
sodium sulfinate
3-sulfenylindoles
url https://doi.org/10.1002/open.202300002
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