高区域选择性铑催化 N-对甲苯磺酰丙烯酰胺的硫代反应：（Z）-β-烯基硫醚的通用合成方法。
Highly Regioselective Rh-Catalyzed Thiolation of N-Tosyl Acrylamides: General Access to ( Z)-β-Alkenyl Sulfides.
机构信息
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science and Collaborative Innovation Center of Suzhou Nano Science and Technology , Soochow University , Suzhou 215123 , China.
出版信息
Org Lett. 2018 Oct 5;20(19):6112-6116. doi: 10.1021/acs.orglett.8b02552. Epub 2018 Sep 26.
A regioselective rhodium-catalyzed thiolation of N-tosyl acrylamides with readily available disulfides has been developed. Through N-tosylamide-assisted activation of the alkenyl C(sp)-H bond, a series of ( Z)-alkenyl sulfides were constructed in moderate to excellent yields with good tolerance of functional groups. Turnover numbers (TONs) of up to 7100 were obtained utilizing 0.01 mol % Rh catalyst. In addition, diphenyl diselenide was also successfully applied to this reaction for the construction of ( Z)-β-alkenyl selenides under identical conditions.
发展了一种区域选择性的铑催化 N-对甲苯磺酰丙烯酰胺与易得的二硫化物的硫代反应。通过 N-对甲苯磺酰胺辅助的烯基 C(sp)-H 键的活化，一系列（Z）-烯基硫醚在中等至优异的产率下构建，对官能团具有良好的耐受性。利用 0.01 mol% Rh 催化剂，TON 值高达 7100。此外，二苯基二硒醚也可成功应用于该反应，在相同条件下构建（Z）-β-烯基硒醚。
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