An anomalous addition of chlorosulfonyl isocyanate to a carbonyl group: the synthesis of ((3aS, 7aR, E)-2-ethyl-3-oxo-2,3,3a, 4,7,7a-hexahydro-1H-isoindol-1-ylidene)sulfamoyl chloride

Köse, AytekinÜnal, AslıŞahin, ErtanBozkaya, UĞurKara, Yunus13.07.20192019-07-1613.07.20192019-07-1620191860-5397https://doi.org/10.3762/bjoc.15.89https://hdl.handle.net/20.500.12451/4579In this study, we developed a new addition reaction of chlorosulfonyl isocyanate (CSI), starting from 2-ethyl-3a, 4,7,7a-tetrahydro-1H- isoindole-1,3(2H)-dione. The addition reaction of CSI with 2-ethyl-3a, 4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione resulted in the formation of ylidenesulfamoyl chloride, whose exact configuration was determined by X-ray crystal analysis. We explain the mechanism of product formation supported by theoretical calculations.eninfo:eu-repo/semantics/openAccessAddition ReactionChlorosulfonyl IsocyanateSulfamoyl ChlorideTheoretical CalculationsAn anomalous addition of chlorosulfonyl isocyanate to a carbonyl group: the synthesis of ((3aS, 7aR, E)-2-ethyl-3-oxo-2,3,3a, 4,7,7a-hexahydro-1H-isoindol-1-ylidene)sulfamoyl chlorideArticle1593193610.3762/bjoc.15.8931164929Q2WOS:000465322800001N/A