Augustin André U, Jones Peter G, Werz Daniel B
Institute of Organic Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106, Braunschweig, Germany.
Institute of Inorganic and Analytical Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106, Braunschweig, Germany.
Chemistry. 2019 Sep 6;25(50):11620-11624. doi: 10.1002/chem.201902160. Epub 2019 Aug 7.
A 1,3-aminothiolation was realized by reacting 2-substituted cyclopropane 1,1-dicarboxylates with sulfonamides and N-(arylthio)succinimides. Under Sn(OTf) catalysis the transformation proceeded smoothly to the corresponding ring-opened products bearing the sulfonamide in the 1-position next to the donor and the arylthio residue in the 3-position next to the acceptor. The procedure was extended to the corresponding selenium analogues by employing N-(phenylseleno)succinimides as an electrophilic selenium source.
通过使2-取代的环丙烷-1,1-二羧酸酯与磺酰胺和N-(芳硫基)琥珀酰亚胺反应实现了1,3-氨基硫醇化反应。在三氟甲磺酸锡催化下，转化反应顺利进行，生成相应的开环产物，该产物在供体旁边的1位带有磺酰胺，在受体旁边的3位带有芳硫基残基。通过使用N-(苯基硒基)琥珀酰亚胺作为亲电硒源，该方法扩展到了相应的硒类似物。
