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α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other N-heterocycles via decarboxylative oxidative annulation reaction
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 the in situ generation of aldehyde from α-hydroxy acid in the presence of TBHP (tert-butyl hydrogen peroxide),...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9057147/ https://www.ncbi.nlm.nih.gov/pubmed/35521290 http://dx.doi.org/10.1039/d0ra07093a |
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author | Viji, Mayavan Vishwanath, Manjunatha Sim, Jaeuk Park, Yunjeong Jung, Chanhyun Lee, Seohu Lee, Heesoon Lee, Kiho Jung, Jae-Kyung |
author_facet | Viji, Mayavan Vishwanath, Manjunatha Sim, Jaeuk Park, Yunjeong Jung, Chanhyun Lee, Seohu Lee, Heesoon Lee, Kiho Jung, Jae-Kyung |
author_sort | Viji, Mayavan |
collection | PubMed |
description | 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 the in situ generation of aldehyde from α-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. |
format | Online Article Text |
id | pubmed-9057147 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90571472022-05-04 α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other N-heterocycles via decarboxylative oxidative annulation reaction Viji, Mayavan Vishwanath, Manjunatha Sim, Jaeuk Park, Yunjeong Jung, Chanhyun Lee, Seohu Lee, Heesoon Lee, Kiho Jung, Jae-Kyung RSC Adv Chemistry 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 the in situ generation of aldehyde from α-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. The Royal Society of Chemistry 2020-10-07 /pmc/articles/PMC9057147/ /pubmed/35521290 http://dx.doi.org/10.1039/d0ra07093a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Viji, Mayavan Vishwanath, Manjunatha Sim, Jaeuk Park, Yunjeong Jung, Chanhyun Lee, Seohu Lee, Heesoon Lee, Kiho Jung, Jae-Kyung α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other N-heterocycles via decarboxylative oxidative annulation reaction |
title | α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other N-heterocycles via decarboxylative oxidative annulation reaction |
title_full | α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other N-heterocycles via decarboxylative oxidative annulation reaction |
title_fullStr | α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other N-heterocycles via decarboxylative oxidative annulation reaction |
title_full_unstemmed | α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other N-heterocycles via decarboxylative oxidative annulation reaction |
title_short | α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other N-heterocycles via decarboxylative oxidative annulation reaction |
title_sort | α-hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other n-heterocycles via decarboxylative oxidative annulation reaction |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9057147/ https://www.ncbi.nlm.nih.gov/pubmed/35521290 http://dx.doi.org/10.1039/d0ra07093a |
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