标题： Promoting Effect of Crystal Water Leading to Catalyst-Free Synthesis of Heteroaryl Thioether from Heteroaryl Chloride, Sodium Thiosulfate Pentahydrate, and Alcohol

发表刊物：J. Org. Chem. 2019, 84 (17), 11294-11300.

DOI:10.1021/acs.joc.9b01670

作者： Xiantao Ma, Jing Yu, Ran Yan, Mengli Yan, Qing Xu

摘要：It is observed the crystal water in sodium thiosulfate pentahydrate (Na₂S₂O₃·5H₂O) can promote its multicomponent reaction with heteroaryl chlorides and alcohols, providing a facile, green, and specific synthesis of unsymmetrical heteroaryl thioethers via one-step formation of two C−S bonds under catalyst-, additive-, and solvent-free conditions. Mechanistic studies suggest that the crystal water in Na₂S₂O₃·5H₂O is crucial in generating the key thiol intermediates and byproduct NaHSO4, which then catalyzes the dehydrative substitution of alcohols with thiols to afford thioethers.

原文链接：https://pubs.acs.org/doi/10.1021/acs.joc.9b01670