Synthesis of fluorinated δ-lactams via cycloisomerization of gem-difluoropropargyl amides

gem-Difluoro-1,7-enyne amides are suitable building blocks for the synthesis of difluorodihydropyridinones via a ring-closing metathesis reaction, and of 4,4-difluoro-3-oxoisoquinolines through a ring-closing metathesis–enyne metathesis tandem reaction. These products, in turn, undergo a Diels–Alder...

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Detalles Bibliográficos
Autores principales: Arimitsu, Satoru, Hammond, Gerald B
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2010
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2887306/
https://www.ncbi.nlm.nih.gov/pubmed/20563277
http://dx.doi.org/10.3762/bjoc.6.48
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author Arimitsu, Satoru
Hammond, Gerald B
author_facet Arimitsu, Satoru
Hammond, Gerald B
author_sort Arimitsu, Satoru
collection PubMed
description gem-Difluoro-1,7-enyne amides are suitable building blocks for the synthesis of difluorodihydropyridinones via a ring-closing metathesis reaction, and of 4,4-difluoro-3-oxoisoquinolines through a ring-closing metathesis–enyne metathesis tandem reaction. These products, in turn, undergo a Diels–Alder reaction to yield heterotricyclic systems in moderate to good yields.
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spelling pubmed-28873062010-06-18 Synthesis of fluorinated δ-lactams via cycloisomerization of gem-difluoropropargyl amides Arimitsu, Satoru Hammond, Gerald B Beilstein J Org Chem Full Research Paper gem-Difluoro-1,7-enyne amides are suitable building blocks for the synthesis of difluorodihydropyridinones via a ring-closing metathesis reaction, and of 4,4-difluoro-3-oxoisoquinolines through a ring-closing metathesis–enyne metathesis tandem reaction. These products, in turn, undergo a Diels–Alder reaction to yield heterotricyclic systems in moderate to good yields. Beilstein-Institut 2010-05-14 /pmc/articles/PMC2887306/ /pubmed/20563277 http://dx.doi.org/10.3762/bjoc.6.48 Text en Copyright © 2010, Arimitsu and Hammond 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
Arimitsu, Satoru
Hammond, Gerald B
Synthesis of fluorinated δ-lactams via cycloisomerization of gem-difluoropropargyl amides
title Synthesis of fluorinated δ-lactams via cycloisomerization of gem-difluoropropargyl amides
title_full Synthesis of fluorinated δ-lactams via cycloisomerization of gem-difluoropropargyl amides
title_fullStr Synthesis of fluorinated δ-lactams via cycloisomerization of gem-difluoropropargyl amides
title_full_unstemmed Synthesis of fluorinated δ-lactams via cycloisomerization of gem-difluoropropargyl amides
title_short Synthesis of fluorinated δ-lactams via cycloisomerization of gem-difluoropropargyl amides
title_sort synthesis of fluorinated δ-lactams via cycloisomerization of gem-difluoropropargyl amides
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2887306/
https://www.ncbi.nlm.nih.gov/pubmed/20563277
http://dx.doi.org/10.3762/bjoc.6.48
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