Expedient Preparation of Nazlinine and a Small Library of Indole Alkaloids Using Flow Electrochemistry as an Enabling Technology

Kabeshov, Mikhail A.; Musio, Biagia; Murray, Philip R. D.; Browne, Duncan L.; Ley, Steven V.

Expedient Preparation of Nazlinine and a Small Library of Indole Alkaloids Using Flow Electrochemistry as an Enabling Technology

2014

Kabeshov, Mikhail A. | Musio, Biagia | Murray, Philip R. D. | Browne, Duncan L. | Ley, Steven V.

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.

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