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
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, cilt.15, ss.931-936, 2019 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 15
- Basım Tarihi: 2019
- Doi Numarası: 10.3762/bjoc.15.89
- Dergi Adı: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.931-936
- Anahtar Kelimeler: addition reaction, chlorosulfonyl isocyanate, sulfamoyl chloride, theoretical calculations
- Atatürk Üniversitesi Adresli: Evet
Özet
In 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.