501018-03-7Relevant academic research and scientific papers
Electrochemical sulfenylation of indoles with disulfides mediated by potassium iodide
Chen, Chen,Niu, Pengfei,Shen, Zhenlu,Li, Meichao
, p. G67 - G74 (2018)
A novel electrochemical system for sulfenylation of indoles with disulfides to generate 3-sulfenylindoles via C-S bond formation mediated by potassium iodide at a low potential was developed. Iodine was electrogenerated from iodide ions at a graphite anode and showed a high catalytic activity for the electrochemical sulfenylation reactions. A variety of aromatic, heteroaromatic and aliphatic disulfides could react with 2-methlyindole to synthesize the corresponding 3-sulfenylindoles in good to excellent yields. In addition, protected and unprotected indoles with various groups, especially electron-donating groups, also performed well in the sulfenylation reactions. The transformation, which proceeded through the redox of iodine and the generation of intermediate 3-iodoindole, provided an efficient and environmentally benign protocol for the synthesis of 3-sulfenylindoles under mild conditions.
A tetra-: N -butylammonium iodide mediated reaction of indoles with Bunte salts: Efficient 3-sulfenylation of indoles under metal-free and oxidant-free conditions
Li, Jian,Cai, Zhong-Jian,Wang, Shun-Yi,Ji, Shun-Jun
supporting information, p. 9384 - 9387 (2016/10/13)
A highly efficient tetra-n-butylammonium iodide (TBAI) triggered procedure for 3-sulfenylation of indoles with Bunte salts is demonstrated. This protocol provides a simple strategy to prepare 3-alkylthioindoles and 3-arylthioindoles from the corresponding indoles under metal-free and oxidant-free conditions.
Iron(III) chloride: A versatile catalyst for the practical synthesis of 3-sulfenylindoles
Yadav, Jhillu S.,Subba Reddy, Basi V.,Reddy, Yerabolu Jayasudhan,Praneeth, Karanam
experimental part, p. 1520 - 1524 (2009/12/06)
The direct sulfenylation of indoles with aromatic thiols has been accomplished in the presence of 20 mol% of FeCl3 in refluxing acetonitrile to produce 3-arylthioindoles in relatively good to excellent yields and with high selectivity. This met
