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Palladium‐Catalyzed Decarbonylative Thioetherification of 2‐Pyridyl Thioesters
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2020-09-01 , DOI: 10.1002/ajoc.202000429
Shih‐Fang Wang, Chao‐En Li, You‐Chen Liu, Daggula Mallikarjuna Reddy, R. Sidick Basha, Jin Kyu Park, Sunwoo Lee, Chin‐Fa Lee

An efficient palladium‐catalyzed intramolecular decarbonylative thioetherification of 2‐pyridyl thioesters to furnish 2‐pyridyl aryl or alkyl thioethers is reported. Notably, PdCl2/PPh3 is found to be an effective catalytic system for decarbonylative thioetherification of 2‐pyridyl thioesters and is compatible under elevated temperature and strong basic conditions. This unique strategy is simple in operation and practice, uses a cheap metal‐ligand catalytic system, affords the products in high yields, and has high functional group tolerance. In addition, other heterocyclic thioesters such as fur‐2‐yl, thiophene‐2‐yl, quinolin‐2‐yl and isoquinolin‐1‐yl thioesters are also consistent under the optimized reaction conditions.

中文翻译:

钯催化2-吡啶基硫代酯的脱羰硫醚化

据报道,钯催化2-吡啶基硫酯的分子内脱羰硫醚化反应可提供2-吡啶基芳基或烷基硫醚。值得注意的是,发现PdCl 2 / PPh 3是2-吡啶基硫酯脱羰基硫醚化的有效催化体系,并且在高温和强碱性条件下均相容。这种独特的策略操作简单,使用廉价的金属配体催化系统,可提供高收率的产品,并具有较高的官能团耐受性。此外,在优化的反应条件下,其他杂环硫代酸酯,例如呋喃-2-基,噻吩-2-基,喹啉-2-基和异喹啉-1-基硫代酯也是一致的。
更新日期:2020-09-01
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