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

Authors :
Sui JL
Zhong LJ
Xiong BQ
Tang KW
Liu Y
Source :
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2024 Apr 30; Vol. 60 (36), pp. 4834-4837. Date of Electronic Publication: 2024 Apr 30.
Publication Year :
2024

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-6 H -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.

Details

Language :
English
ISSN :
1364-548X
Volume :
60
Issue :
36
Database :
MEDLINE
Journal :
Chemical communications (Cambridge, England)
Publication Type :
Academic Journal
Accession number :
38619398
Full Text :
https://doi.org/10.1039/d4cc00964a