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

被引:75
作者
Kabeshov, Mikhail A. [1 ]
Musio, Biagia [1 ]
Murray, Philip R. D. [1 ]
Browne, Duncan L. [1 ]
Ley, Steven V. [1 ]
机构
[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
基金
英国工程与自然科学研究理事会;
关键词
ELECTROORGANIC CHEMISTRY; PHOTOREDOX CATALYSIS; ELECTROSYNTHESIS; CYCLOADDITIONS; CYCLIZATION; IONS; CELL;
D O I
10.1021/ol502201d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:4618 / 4621
页数:4
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