通过调节钯/降冰片烯催化中的辅助配体实现的选择性邻位硫醇化反应。
Selective Ortho Thiolation Enabled by Tuning the Ancillary Ligand in Palladium/Norbornene Catalysis.
作者信息
Cai Wenqiang, Gu Zhenhua
机构信息
Department of Chemistry, Center for Excellence in Molecular Synthesis, and Hefei National Laboratory for Physical Sciences at the Microscale , University of Science and Technology of China , 96 Jinzhai Road , Hefei , Anhui 230026 , P.R. China.
出版信息
Org Lett. 2019 May 3;21(9):3204-3209. doi: 10.1021/acs.orglett.9b00923. Epub 2019 Apr 12.
Site-selective introduction of a sulfur group into aromatic compounds is essential and useful in organic, material, and pharmaceutical chemistry. A palladium/norbornene-catalyzed chemoselective ortho thiolation of aryl halides was reported. The selectivity of reductive elimination for C(Ar)-SR bond formation was well controlled by tuning the ancillary ligand in the aryl-NBE palladacycle Pd(IV) intermediate. The reaction showcased good substrate scope: both S-alkyl and S-aryl thiosulfonates were compatible.
在有机化学、材料化学和药物化学中，将硫基团位点选择性地引入芳香族化合物至关重要且十分有用。据报道，一种钯/降冰片烯催化的芳基卤化物化学选择性邻位硫醇化反应。通过调节芳基-降冰片烯钯环钯（IV）中间体中的辅助配体，可以很好地控制形成C（Ar）-SR键的还原消除选择性。该反应展示了良好的底物范围：S-烷基和S-芳基硫代磺酸盐均兼容。
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