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

Sun, Shengnan; Ye, Hexia; Li, Haibo; Guo, Yongbiao; Gao, Zhenhua; Pan, Li; Li, Junchen; Bi, Xiaojing

doi:10.1002/open.202300002

ChemistryOpen

2023

DOI: 10.1002/open.202300002

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

Shengnan Sun¹,

Hexia Ye²,

Haibo Li³

et al.

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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Potassium Persulfate‐Glucose Mediated Synthesis of (3)‐S‐Arylthioindoles from Indole and Thiophenols in Water

et al. 2023

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An efficient, eco‐friendly method has been developed for the preparation of functionalized 3‐(S)‐arylthioindoles in good to excellent yields from indoles and aryl thiols in water. The coupling reaction was prompted by K2S2O8 in the presence of glucose at room temperature. Broad substrate scope, functional group tolerance, room temperature reactions and metal‐free conditions are the salient features of the developed methodology.

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