Synthesis ( IF 2.2 ) Pub Date : 2018-04-19 , DOI: 10.1055/s-0037-1609835 Lei Wu 1, 2 , Kai Luo 1, 3 , Ling Zhang 1 , Kai Wei 1 , Wen-Chao Yang 1
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Published as part of the Special Topic Modern Radical Methods and their Strategic Applications in Synthesis
Abstract
A novel potassium persulfate (K2S2O8) mediated thiolation of allenylphosphine oxides with diaryl sulfides is disclosed. Mechanistic studies indicate that K2S2O8 homolyzes the diaryl sulfide to produce a thiyl radical (PhS•), which is followed by C–O bond cleavage of the allenylphosphine oxide under metal-free conditions, affording novel S,P-bifunctionalized butadienes in moderate to excellent yields.
A novel potassium persulfate (K2S2O8) mediated thiolation of allenylphosphine oxides with diaryl sulfides is disclosed. Mechanistic studies indicate that K2S2O8 homolyzes the diaryl sulfide to produce a thiyl radical (PhS•), which is followed by C–O bond cleavage of the allenylphosphine oxide under metal-free conditions, affording novel S,P-bifunctionalized butadienes in moderate to excellent yields.
中文翻译：
潜在的自由基裂解的α-烯丙基的C-O键：过硫酸钾介导的烯丙基膦氧化物的硫代化。
作为特别主题“现代自由基方法及其在合成中的战略应用”的一部分发布
抽象的
公开了新颖的过硫酸钾（K 2 S 2 O 8）介导的烯丙基膦氧化物与二芳基硫醚的硫醇化。机理研究表明，K 2 S 2 O 8使二芳基硫醚均一化，生成一个噻吩基（PhS •），然后在无金属条件下对烯丙基膦氧化物进行C–O键裂解，从而得到新颖的S，P-双官能化丁二烯，产率中等至优异。
公开了新颖的过硫酸钾（K 2 S 2 O 8）介导的烯丙基膦氧化物与二芳基硫醚的硫醇化。机理研究表明，K 2 S 2 O 8使二芳基硫醚均一化，生成一个噻吩基（PhS •），然后在无金属条件下对烯丙基膦氧化物进行C–O键裂解，从而得到新颖的S，P-双官能化丁二烯，产率中等至优异。
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