Enantioselective Intramolecular Decarboxylative C-H Bond Func-tionalization of Quinazolinones with Amino Acids by Visible Light Photoredox Catalysis.

Chem Asian J

Division of Organic Chemistry, CSIR-National Chemical Laboratory (CSIR-NCL), Pune, 411008, India.

Published: July 2023

The direct visible light-mediated intramolecular decarboxylative C-H functionalization of Csp -H bond adjacent to the nitrogen of a heteroarene has been achieved by iridium-catalyzed photodecarboxylative radical cyclization. This method offers rapid entry to the synthesis of quinazolinone scaffolds from easily accessible starting materials. The newly developed protocol is mild, operationally simple, oxidant free and general. The utility of this unique Csp -Csp bond forming reaction has been demonstrated in the syntheses of Circumdatin, Sclerotigenine and Benzomalvin A class of quinazolinone natural products and their congeners. The present work represents an interesting example of use of memory of chirality in decarboxylative C-C bond forming enantioselective photoredox reaction.

Download full-text PDF

Source
http://dx.doi.org/10.1002/asia.202300235DOI Listing

Publication Analysis

Top Keywords

intramolecular decarboxylative
8
decarboxylative c-h
8
bond forming
8
enantioselective intramolecular
4
bond
4
c-h bond
4
bond func-tionalization
4
func-tionalization quinazolinones
4
quinazolinones amino
4
amino acids
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!