Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 20, Pages 7958-7961Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo901528e
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Funding
- CSIR, New Delhi
- Senior Research Fellowship
- Shyama Prasad Mukherjee Fellowship
- DST, New Delhi
- JC Bose National Fellowship
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Direct synthesis of unsymmetrical beta-sulfonamido disulfides by ring-opening of aziridines by using benzyltriethyl-ammonium tetrathiomolybdate 1 as a sulfur transfer reagent in the presence of symmetrical disulfides as thiol equivalents has been reported. Reaction of benzyl and alkyl disulfides gave unsymmetrical beta-sulfonamido disulfides as the only product in very good yields. From the Study, it has been observed that aryl disulfides containing p-NO2, p-Cl, and p-CN led to the formation of the corresponding beta-aminosulfides as the exclusive products. However, un-substituted aryl disulfides and the one containing electron-donating substituents (p-Me) provide a mixture of beta-sulfonamido mono- and disulfides as the products.
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