Oxytrifluoromethylthiolation of 2,3‐Allenoates with Trifluoromethanesulfinyl Chloride: A Synthetic Approach to Trifluoromethylthiolated 4‐Oxo‐2(E)‐alkenoates and Furans,Advanced Synthesis & Catalysis

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Oxytrifluoromethylthiolation of 2,3‐Allenoates with Trifluoromethanesulfinyl Chloride: A Synthetic Approach to Trifluoromethylthiolated 4‐Oxo‐2(E)‐alkenoates and Furans
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-05-28 , DOI: 10.1002/adsc.202000304
Jun Yan ₁ , Min Jiang ₂ , Li‐Ping Song ₁ , Jin‐Tao Liu ₂

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The trifluoromethylthiolation‐based bifunctionalization of 2,3‐allenoates is demonstrated. Using trifluoromethanesulfinyl chloride as cheap and easily available SCF₃ source, trifluoromethylthiolated 4‐oxo‐2(E)‐alkenoate and furan derivatives were synthesized via oxytrifluoromethylthiolation under different conditions, respectively. A possible mechanism was proposed based on reaction results and control experiments.

中文翻译：

三氟甲亚磺酰氯与2,3-烯丙基氧三氟甲基硫醇化：三氟甲基硫代4-氧代2（E）-链烯酸酯和呋喃的合成方法

证明了基于三氟甲基硫醇化的2,3-烯丙基酯的双官能化。使用三氟甲亚磺酰氯作为廉价且易于获得的SCF ₃来源，分别通过氧三氟甲基硫醇化反应在不同条件下合成了三氟甲基硫醇化的4-氧代-2-（E）-链烯酸酯和呋喃衍生物。根据反应结果和控制实验，提出了可能的机理。

更新日期：2020-07-29

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