Issue 30, 2024

Electrochemical selenylative ipso-annulation of N-benzylacrylamides to construct seleno-azaspiro[4.5]decadienones

Abstract

Herein, we present the electrochemical synthesis of selenylated azaspiro[4.5]decadienones through domino selenylation/ipso-annulation of N-benzylacrylamides with diselenides. The method showed a wide substrate scope under mild and external oxidant-free reaction conditions, involving the construction of C–Se and C–C bonds. Gram-scale synthesis and further functional group conversion of the product are also demonstrated.

Graphical abstract: Electrochemical selenylative ipso-annulation of N-benzylacrylamides to construct seleno-azaspiro[4.5]decadienones

Supplementary files

Article information

Article type
Paper
Submitted
17 May 2024
Accepted
29 Jun 2024
First published
01 Jul 2024

Org. Biomol. Chem., 2024,22, 6141-6148

Electrochemical selenylative ipso-annulation of N-benzylacrylamides to construct seleno-azaspiro[4.5]decadienones

C. Raji Reddy, J. Islam, T. Nagendraprasad and U. Ajaykumar, Org. Biomol. Chem., 2024, 22, 6141 DOI: 10.1039/D4OB00805G

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