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Sustainable and Site‐Selective C−H Sulfenylation of Aromatic Compounds with Thiol using Catalytic Graphene Oxide and NaI
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2017-08-29 , DOI: 10.1002/ajoc.201700275
Prasun Choudhury 1 , Babli Roy 1 , Basudeb Basu 1
Affiliation  

Graphene oxide (GO) in combination with NaI is used as the catalytic system for site‐selective C−H sulfenylation of 1H‐indole, 2‐naphthol, resorcinol and 2‐naphthylamines with thiols. The reaction is usually achieved in the presence of metal catalysts as well as under metal‐free conditions using iodine and a strong oxidizing agent. The present protocol avoids the use of any metal catalysts, strong oxidizing agents and the use of thiols instead of other sulfur‐based reagents making it atom‐economic and environmentally benign. Broader tolerance to functional groups has been tested and a plausible mechanism is proposed. The recovered GO can be recycled without significant loss in catalytic activity up to four runs.

中文翻译:

使用催化氧化石墨烯和NaI的硫醇对芳香族化合物进行可持续的和定点CH-H磺酰化

氧化石墨烯(GO)与NaI结合用作1 H-吲哚,2-萘酚,间苯二酚和2-萘胺与硫醇的定点CH-H磺酰化的催化体系。该反应通常在金属催化剂存在下以及使用碘和强氧化剂的无金属条件下完成。本协议避免使用任何金属催化剂,强氧化剂和使用硫醇代替其他基于硫的试剂,从而使其在原子经济和环境方面均无害。已经测试了对官能团的更广泛的耐受性,并提出了一个合理的机制。回收的GO可以循环使用,直到四次运行都不会显着降低催化活性。
更新日期:2017-08-29
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