Facile nucleophilic substitution at the C3a tertiary carbon of the 3a-bromohexahydropyrrolo[2,3-b]indole scaffold.
The synthesis of 3a-substituted hexahydropyrrolo[2,3-b]indole derivatives via nucleophilic substitution at the C3a position is reported. Nitrogen-, oxygen-, sulfur-, fluoro- and carbon-based nucleophiles have been employed, using both conventional organic solvents and ionic liquids. The C3a-substituted derivatives were obtained in good to excellent yields.
Villanueva-Margalef
Isabel
I
Cancer Research UK Protein-Protein Interactions Drug Discovery Research Group, School of Pharmacy, University of London, 29-39 Brunswick Square, London, UK.
Thurston
David E
DE
Zinzalla
Giovanna
G
D001688:Biological Products / Q000737:chemistry; D017605:Bromine Compounds / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D011758:Pyrroles / Q000737:chemistry*; D013237:Stereoisomerism
D001688:Biological Products; D017605:Bromine Compounds; D007211:Indoles; D011758:Pyrroles; D002244:Carbon