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Electrosynthesis of Dihydropyrano[4,3‐b]indoles Based on a Double Oxidative [3+3] Cycloaddition.

Authors :
Choi, Subin
Park, Jinhwi
Yu, Eunsoo
Sim, Jeongwoo
Park, Cheol‐Min
Source :
Angewandte Chemie; 7/13/2020, Vol. 132 Issue 29, p11984-11989, 6p
Publication Year :
2020

Abstract

Oxidative [3+3] cycloadditions offer an efficient route for six‐membered‐ring formation. This approach has been realized based on an electrochemical oxidative coupling of indoles/enamines with active methylene compounds followed by tandem 6π‐electrocyclization leading to the synthesis of dihydropyrano[4,3‐b]indoles and 2,3‐dihydrofurans. The radical–radical cross‐coupling of the radical species generated by anodic oxidation combined with the cathodic generation of the base from O2 allows for mild reaction conditions for the synthesis of structurally complex heterocycles. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00448249
Volume :
132
Issue :
29
Database :
Complementary Index
Journal :
Angewandte Chemie
Publication Type :
Academic Journal
Accession number :
144406075
Full Text :
https://doi.org/10.1002/ange.202003364