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Synthesis 2019; 51(02): 500-507
DOI: 10.1055/s-0037-1610910
DOI: 10.1055/s-0037-1610910
paper
Synthesis of Isoquinoline-Fused Quinazolinones through Ag(I)-Catalyzed Cascade Annulation of 2-Aminobenzamides and 2-Alkynylbenzaldehydes
This study was supported by JSPS KAKENHI Grant Number 17550099 to M.K.Further Information
Publication History
Received: 31 July 2018
Accepted after revision: 23 August 2018
Publication Date:
21 September 2018 (online)
Abstract
A new route for the expedient synthesis of a specific regioisomer of isoquinoline-fused quinazolinones is reported. Silver(I)-catalyzed cascade cyclization of 2-aminobenzamides and 2-alkynylbenzaldehydes followed by in situ oxidation gives 12-butyl- or 12-aryl-6H-isoquinolino[2,1-a]quinazolin-6-ones in 69–91% yields. The structure of the isoquinoline-fused quinazolinone was confirmed by X-ray crystallography analysis.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610910.
- Supporting Information
-
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For reviews, see:
For perspectives on atom-, step-, and redox-economy, respectively, see
For selected examples, see:
Reviews on quinazolinone alkaloids:
For selected examples, see: