Gold (I/III)-Catalyzed Trifluoromethylthiolation and Trifluoromethylselenolation of Organohalides.

Gold (I/III)-Catalyzed Trifluoromethylthiolation and Trifluoromethylselenolation of Organohalides.
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金 (I/III) 催化的有机卤化物的三氟甲硫基化和三氟甲基硒化。

DOI:
10.1002/anie.202115687
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发表时间:
2022
期刊:
Angewandte Chemie (International ed. in English)
影响因子:
--
通讯作者:
Lu,Zhichao
Lu,Zhichao
中科院分区:
--
文献类型:
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作者:
Mudshinge,SagarR;Yang,Yuhao;Xu,Bo;Hammond,GeraldB;Lu,Zhichao

文献摘要

相似文献

首次报道了以金氧化还原催化剂[(MeDalphos)AuCl]、agscf3或Me4NSeCF3和有机卤化物为底物的C−SCF3/ secf3交叉偶联反应。新方法能够一站式合成芳基/烯基/炔基三氟甲基硫醚和硒醚,具有广泛的底物范围(bb60个例子,分离收率高达97%)。该方法是可扩展的,其稳稳性被各种生物活性分子的后期功能化所证明,这使得该反应成为合成三氟甲基硫醚和硒醚的有吸引力的替代方法,用于制药和农用化学品的研究和开发。
The first C−SCF3/SeCF3cross‐coupling reactions using gold redox catalysis [(MeDalphos)AuCl], AgSCF3or Me4NSeCF3, and organohalides as substrates are reported. The new methodology enables a one‐stop shop synthesis of aryl/alkenyl/alkynyl trifluoromethylthio‐ and selenoethers with a broad substrate scope (>60 examples with up to 97 % isolated yield). The method is scalable, and its robustness is evidenced by the late‐stage functionalization of various bioactive molecules, which makes this reaction an attractive alternative in the synthesis of trifluoromethylthio‐ and selenoethers for pharmaceutical and agrochemical research and development.