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NH4I-catalyzed chalcogen(S/Se)-functionalization of 5-membered N-heteroaryls under metal-free conditions
Tetrahedron ( IF 2.1 ) Pub Date : 2018-06-02 , DOI: 10.1016/j.tet.2018.05.084
Luana Bettanin , Sumbal Saba , Carlos V. Doerner , Marcelo S. Franco , Marcelo Godoi , Jamal Rafique , Antonio L. Braga

Herein, we described the NH4I-catalyzed CH bond chalcogenation of N-heteroaryls in the presence of a minimum amount of DMSO/H2O/acetic acid as additives (2.5/2.5/1 M equiv., respectively), under metal-free conditions. Under optimized conditions, a wide variety of sulfenyl/selenyl imidazo[1,2-α]pyridines were prepared in very good yields. Moreover, the present approach was also highly efficient for the chalcogenation of different 5-membered N-heteroaryls, e.g., indole, imidazothiazole, indazole and imidazopyrimidine derivatives.



中文翻译:

无金属条件下NH 4 I催化5元N-杂芳基硫族元素(S / Se)官能化

在此,我们描述了在最少量的DMSO / H 2 O /乙酸作为添加剂(分别为2.5 / 2.5 / 1 M当量)的存在下,NH 4 I催化N-杂芳基的C H键硫族化。无金属的条件。在优化的条件下,以非常好的收率制备了各种亚磺酰基/硒基咪唑并[1,2- α ]吡啶。而且,本方法对于不同的5元N-杂芳基,例如吲哚,咪唑并唑,吲唑和咪唑并嘧啶衍生物的硫属元素形成也是高效的。

更新日期:2018-06-02
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