Selective copper(II) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids

Copper(II) acetate/acetic acid/O(2) and potassium iodide/tert-butylhydroperoxide systems are shown to affect the selective oxidation of ring-fused aminals to dihydroquinazolines and quinazolinones, respectively. These methods enable the facile preparation of a number of quinazoline alkaloid natural...

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Detalles Bibliográficos
Autores principales: Richers, Matthew T, Zhao, Chenfei, Seidel, Daniel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2013
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3701376/
https://www.ncbi.nlm.nih.gov/pubmed/23843914
http://dx.doi.org/10.3762/bjoc.9.135
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author Richers, Matthew T
Zhao, Chenfei
Seidel, Daniel
author_facet Richers, Matthew T
Zhao, Chenfei
Seidel, Daniel
author_sort Richers, Matthew T
collection PubMed
description Copper(II) acetate/acetic acid/O(2) and potassium iodide/tert-butylhydroperoxide systems are shown to affect the selective oxidation of ring-fused aminals to dihydroquinazolines and quinazolinones, respectively. These methods enable the facile preparation of a number of quinazoline alkaloid natural products and their analogues.
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spelling pubmed-37013762013-07-10 Selective copper(II) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids Richers, Matthew T Zhao, Chenfei Seidel, Daniel Beilstein J Org Chem Full Research Paper Copper(II) acetate/acetic acid/O(2) and potassium iodide/tert-butylhydroperoxide systems are shown to affect the selective oxidation of ring-fused aminals to dihydroquinazolines and quinazolinones, respectively. These methods enable the facile preparation of a number of quinazoline alkaloid natural products and their analogues. Beilstein-Institut 2013-06-20 /pmc/articles/PMC3701376/ /pubmed/23843914 http://dx.doi.org/10.3762/bjoc.9.135 Text en Copyright © 2013, Richers et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Richers, Matthew T
Zhao, Chenfei
Seidel, Daniel
Selective copper(II) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids
title Selective copper(II) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids
title_full Selective copper(II) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids
title_fullStr Selective copper(II) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids
title_full_unstemmed Selective copper(II) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids
title_short Selective copper(II) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids
title_sort selective copper(ii) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3701376/
https://www.ncbi.nlm.nih.gov/pubmed/23843914
http://dx.doi.org/10.3762/bjoc.9.135
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