Issue 36, 2024

Regioselective synthesis of N-containing polycyclic compounds via radical annulation cyclization of 1,7-dienes with aldehydes

Abstract

A convenient method for oxidant-promoted radical cascade acylation or decarbonylative alkylation of 1,7-dienes with aldehydes has been established. This method allows for the rapid construction of N-containing polycyclic skeletons in a highly regio- and stereoselective manner. This transformation provides a simple and efficient method for the preparation of a range of tetrahydro-6H-indeno[2,1-c]quinolinone derivatives by sequential formation of three new carbon–carbon bonds. Additionally, this radical cascade cyclization can selectively convert aldehydes into aroyl/primary aliphatic acyl radicals and secondary or tertiary alkyl radicals.

Graphical abstract: Regioselective synthesis of N-containing polycyclic compounds via radical annulation cyclization of 1,7-dienes with aldehydes

Supplementary files

Article information

Article type
Communication
Submitted
28 Feb 2024
Accepted
07 Apr 2024
First published
09 Apr 2024

Chem. Commun., 2024,60, 4834-4837

Regioselective synthesis of N-containing polycyclic compounds via radical annulation cyclization of 1,7-dienes with aldehydes

J. Sui, L. Zhong, B. Xiong, K. Tang and Y. Liu, Chem. Commun., 2024, 60, 4834 DOI: 10.1039/D4CC00964A

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