I2-Catalyzed sulfenylation of indoles and pyrroles using triethylammonium thiolates as sulfenylating agents

Literature Information

Publication Date 2017-02-20
DOI 10.1039/C6QO00851H
Impact Factor 5.281
Authors

Wei Fan, Zhen Yang


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Abstract

Readily available triethylammonium thiolates were proved to be new and eco-friendly sulfenylating agents for the efficient and practical construction of sulfenylated indoles and pyrroles (48 examples) with good to excellent yields under metal-free and microwave irradiation conditions. The combination of I2 and DMSO enabled direct C–S bond formation, allowing easy and low-cost access to new functionalized C,S-tethered bisindoles and pyrrole–indole pairs with a wide diversity of substituents. The mechanism involving S–S and S–I bond-forming/breaking events was proposed.

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DOI: 10.1039/C2PY90004A

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Source Journal

Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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