Literature DB >> 27120416

Catalytic Synthesis of 3-Thioindoles Using Bunte Salts as Sulfur Sources under Metal-Free Conditions.

Hong Qi1, Tongxin Zhang2, Kefeng Wan1, Meiming Luo1.   

Abstract

An efficient catalytic method for the synthesis of 3-thioindoles has been successfully developed, which uses odorless, stable, readily available crystalline Bunte salts as the sulfenylating agents, iodine as nonmetallic catalyst, and DMSO as both the oxidant and solvent. This method is practical and environmentally benign in terms of sulfur sources, catalyst, and solvent. The catalytic reaction is selective at the C3 position of indoles and compatible with a wide range of substrates, giving the desired products in good to excellent yields.

Entities:  

Year:  2016        PMID: 27120416     DOI: 10.1021/acs.joc.6b00636

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Metal-free Chlorothiolation of Alkenes using HCl and Sulfoxides.

Authors:  Rene Ebule; Gerald B Hammond; Bo Xu
Journal:  European J Org Chem       Date:  2018-07-19

2.  Organophosphorus-Catalyzed Deoxygenation of Sulfonyl Chlorides: Electrophilic (Fluoroalkyl)sulfenylation by PIII /PV =O Redox Cycling.

Authors:  Avipsa Ghosh; Morgan Lecomte; Shin-Ho Kim-Lee; Alexander T Radosevich
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-25       Impact factor: 15.336

3.  TBAI-assisted direct C-H activation of indoles with β-E-styrene sulfonyl hydrazides: a stereoselective access to 3-styryl thioindoles.

Authors:  Saira Hafeez; Aamer Saeed
Journal:  RSC Adv       Date:  2021-04-27       Impact factor: 4.036

4.  Dual vicinal functionalisation of heterocycles via an interrupted Pummerer coupling/[3,3]-sigmatropic rearrangement cascade.

Authors:  Mindaugas Šiaučiulis; Selma Sapmaz; Alexander P Pulis; David J Procter
Journal:  Chem Sci       Date:  2017-11-17       Impact factor: 9.825

  4 in total

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