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Metal-free, highly regioselective sulfonylation of NH-1,2,3-triazoles with sodium sulfinates and thiosulfonates
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2018-04-11
Raju Jannapu Reddy, Angothu Shankar, Md. Waheed, Jagadeesh Babu Nanubolu

A convenient and metal-free protocol for the highly regioselective sulfonylation of NH-1,2,3-triazoles is described. A range of readily accessible NH-1,2,3-triazoles were sulfonylated with various aryl sulfinates in the presence of molecular iodine. The scope was extended to thiosulfonates as an efficient sulfonylating agent and nitrochromene derived triazoles were also explored for selective N-sulfonylation. A variety of synthetically viable N2-sulfonyl triazoles were obtained in moderate to high yields with excellent regioselectivities via N-S bond construction under mild reaction conditions.



中文翻译:

NH -1,2,3-三唑的无金属,高区域选择性磺酰化与亚磺酸钠和硫代磺酸盐

描述了用于NH -1,2,3-三唑的高度区域选择性磺酰化的方便且无金属的方案。在分子碘的存在下,用各种芳基亚磺酸盐将一系列易于获得的NH -1,2,3-三唑进行磺酰化。作为有效的磺酰化剂,其范围已扩展到硫代磺酸盐,并且还探索了硝基亚硝基衍生的三唑用于选择性的N-磺酰化。通过温和的反应条件下的NS键构建,以中等至高产率获得了具有良好区域选择性的各种合成可行的N 2-磺酰基三唑。

更新日期:2018-04-12
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