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alpha-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other N-heterocyclesviadecarboxylative oxidative annulation reaction

Authors
Viji, MayavanVishwanath, ManjunathaSim, JaeukPark, YunjeongJung, ChanhyunLee, SeohuLee, HeesoonLee, KihoJung, Jae-Kyung
Issue Date
11-Oct-2020
Publisher
ROYAL SOC CHEMISTRY
Citation
RSC ADVANCES, v.10, no.61, pp.37202 - 37208
Indexed
SCIE
SCOPUS
Journal Title
RSC ADVANCES
Volume
10
Number
61
Start Page
37202
End Page
37208
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/52467
DOI
10.1039/d0ra07093a
ISSN
2046-2069
Abstract
A metal-free and efficient procedure for the synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and indolo[1,2-a]quinoxaline has been developed. The key features of our method include thein situgeneration of aldehyde from alpha-hydroxy acid in the presence of TBHP (tert-butyl hydrogen peroxide), and further condensation with various amines, followed by intramolecular cyclization and subsequent oxidation to afford the corresponding quinoxalines, quinazolinones derivatives in moderate to high yields.
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