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- Title
Enantioselective Intramolecular Decarboxylative C−H Bond Func‐tionalization of Quinazolinones with Amino Acids by Visible Light Photoredox Catalysis.
- Authors
Sonavane, Sameer R.; Mhaske, Santosh B.
- Abstract
The direct visible light‐mediated intramolecular decarboxylative C−H functionalization of Csp2−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 Csp3−Csp2 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.
- Subjects
QUINAZOLINONES; VISIBLE spectra; AMINO acids; RING formation (Chemistry); CATALYSIS; RADICALS (Chemistry)
- Publication
Chemistry - An Asian Journal, 2023, Vol 18, Issue 13, p1
- ISSN
1861-4728
- Publication type
Article
- DOI
10.1002/asia.202300235