Zhao Wenqi, Zhang Feng, Deng Guo-Jun
Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, China.
School of Chemistry and Materials Science, Hunan Agricultural University, Changsha 410128, China.
J Org Chem. 2021 Jan 1;86(1):291-301. doi: 10.1021/acs.joc.0c02078. Epub 2020 Dec 21.
An iodine-promoted divergent thiolation of unprotected anilines with thiols for the synthesis of sulfide anilines has been described. The combinational use of I and DMSO played an important role to realize this kind of transformation without the aid of a metal catalyst and strong oxidants. The reaction selectivity was well controlled to provide mono-, bis-, and trisubstituted diaryl sulfide derivatives. More importantly, iodination and sulfenylation can occur simultaneously to provide useful multifunctionalized iodoaniline products. This method afforded an efficient protocol for the construct C-S and C-I bonds from the C-H bond under mild reaction conditions.
已报道了一种碘促进的未保护苯胺与硫醇的发散硫代化反应，用于合成硫醚苯胺。碘和二甲基亚砜的组合使用在无需金属催化剂和强氧化剂的情况下实现这种转化中发挥了重要作用。反应选择性得到很好的控制，可提供单取代、双取代和三取代的二芳基硫醚衍生物。更重要的是，碘化和亚磺酰化可同时发生，以提供有用的多官能化碘代苯胺产物。该方法在温和的反应条件下为由碳氢键构建碳硫键和碳碘键提供了一种有效的方案。
