Synthesis of thiazolidine-thiones, imino-thiazolidines and oxazolidines via the base promoted cyclisation of epoxy-sulfonamides and heterocumulenes†,Organic & Biomolecular Chemistry

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Synthesis of thiazolidine-thiones, imino-thiazolidines and oxazolidines via the base promoted cyclisation of epoxy-sulfonamides and heterocumulenes†
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2017-12-06 00:00:00 , DOI: 10.1039/c7ob02915b
Mandala Anitha _{1,

2,

3,

4} , K. C. Kumara Swamy _{1,

2,

3,

4}

Affiliation

Epoxy-sulfonamides react with heterocumulenes (carbon disulfide/isothiocyanates/isocyanates) in the presence of a base to afford ring expansion products in good to high yields with excellent regioselectivity. N-(2-Bromoethyl)-sulfonamides can also be employed as substrates. This reaction proceeds through a 5-exo-tet pathway without forming aziridine intermediates.

中文翻译：

通过碱促进环氧磺酰胺和杂枯草碱的环化反应合成噻唑烷-硫酮，亚氨基噻唑烷和恶唑烷†

环氧磺酰胺在碱的存在下与杂聚枯烯（二硫化碳/异硫氰酸酯/异氰酸酯）反应，以良好的收率和高收率提供极好的区域选择性的扩环产物。N-（2-溴乙基） -磺酰胺也可以用作底物。该反应通过5 -exo-tet途径进行，而没有形成氮丙啶中间体。

更新日期：2017-12-06

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