title: Expedient preparation of nazlinine and a small library of indole alkaloids using flow electrochemistry as an enabling technology.
abstract: An expedient synthesis of the indole alkaloid nazlinine is reported. Judicious choice of flow electrochemistry as an enabling technology has permitted the rapid generation of a small library of unnatural relatives of this biologically active molecule. Furthermore, by conducting the key electrochemical Shono oxidation in a flow cell, the loading of electrolyte can be significantly reduced to 20 mol % while maintaining a stable, broadly applicable process.
authors.affiliation: Department of Chemistry, University of Cambridge , Lensfield Road, Cambridge, CB2 1EW, U.K.
authors.forename: Mikhail A
authors.initials: MA
authors.lastname: Kabeshov
authors.forename: Biagia
authors.initials: B
authors.lastname: Musio
authors.forename: Philip R D
authors.initials: PR
authors.lastname: Murray
authors.forename: Duncan L
authors.initials: DL
authors.lastname: Browne
authors.forename: Steven V
authors.initials: SV
authors.lastname: Ley
mesh_terms: D002243:Carbolines / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D004563:Electrochemistry; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction
chemical_list: D002243:Carbolines; D026121:Indole Alkaloids; C073065:nazlinine