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Accounting for Different Reactivities of Sulfinate and Thiosulfate Salts in Regioselective Azetidine Coupling via C–H Sulfenylation of Indoles
Synlett ( IF 1.7 ) Pub Date : 2017-10-20 , DOI: 10.1055/s-0036-1591490
Joseph Harrity , Muhannad Al-Saedy , Anne-Chloé Nassoy

The regioselective incorporation of azetidines into heteroaromatic compounds is reported via a formal C–H sulfenylation reaction. While sodium sulfinate salts undergo C3 sulfenylation of electron-rich indoles only, the corresponding thiosulfate salts have proved to be more generally useful. A mechanistic hypothesis for the different reactivities of sulfinate and thiosulfate salts is provided.

中文翻译:

在区域选择性氮杂环丁烷偶联中通过吲哚的 C-H 磺酰化解释亚磺酸盐和硫代硫酸盐的不同反应性

氮杂环丁烷区域选择性地掺入杂芳族化合物是通过正式的 C-H 亚磺酰化反应报道的。虽然亚磺酸钠盐仅经历富电子吲哚的 C3 亚磺酰化,但相应的硫代硫酸盐已被证明更普遍有用。提供了亚磺酸盐和硫代硫酸盐的不同反应性的机理假设。
更新日期:2017-10-20
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