Abstract:
An unexpected product of N-tosyl-7-methoxy-1,3a,4,8b-tetrahydrocyclopenta[b]indole oxidation with potassium permanganate under alkaline conditions was isolated. Along with (2R,3S,3aR,8bS)-N-tosyl-7-methoxy-2,3-dihydroxy-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole, (3SR,3aRS,8bSR)-N-tosyl-7-methoxy-3-hydroxy-1,2-epoxy-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole was formed.
Citation:
R. R. Gataullin, K. Yu. Suponitsky, “Unexpected epoxidation product in oxidation of N-tosyl-7-methoxy-1,3a,4,8b-tetrahydrocyclopenta[b]indole with potassium permanganate”, Mendeleev Commun., 19:5 (2009), 284–286
Linking options:
https://www.mathnet.ru/eng/mendc3201
https://www.mathnet.ru/eng/mendc/v19/i5/p284
This publication is cited in the following 3 articles:
R. R. Gataullin, “Advances in the synthesis of cycloalka[b]indoles”, Russ J Org Chem, 49:2 (2013), 151