A distal vinyl shift (DVS) through quadruple domino reaction: synthesis of N-vinyl benzoheterocyclic scaffolds

A conceptually novel Distal Vinyl Shift (DVS) through quadruple domino reaction involving imine formation, oxazole/thiazole/oxazine formation, aza-Michael addition and selective retro oxa/aza-Michael addition leading towards N-vinyl benzoxazoles/benzothiazoles/N-vinyl 1,3-benzoxazines has been devel...

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Detalles Bibliográficos
Autores principales: Bakthadoss, Manickam, Mushaf, Mohammad
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9079281/
https://www.ncbi.nlm.nih.gov/pubmed/35539421
http://dx.doi.org/10.1039/c8ra01478g
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author Bakthadoss, Manickam
Mushaf, Mohammad
author_facet Bakthadoss, Manickam
Mushaf, Mohammad
author_sort Bakthadoss, Manickam
collection PubMed
description A conceptually novel Distal Vinyl Shift (DVS) through quadruple domino reaction involving imine formation, oxazole/thiazole/oxazine formation, aza-Michael addition and selective retro oxa/aza-Michael addition leading towards N-vinyl benzoxazoles/benzothiazoles/N-vinyl 1,3-benzoxazines has been developed for the first time. This reaction is highly stereoselective and was carried out efficiently without using any catalyst as well as column chromatography purification with wide substrate scope in very good to excellent yields.
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spelling pubmed-90792812022-05-09 A distal vinyl shift (DVS) through quadruple domino reaction: synthesis of N-vinyl benzoheterocyclic scaffolds Bakthadoss, Manickam Mushaf, Mohammad RSC Adv Chemistry A conceptually novel Distal Vinyl Shift (DVS) through quadruple domino reaction involving imine formation, oxazole/thiazole/oxazine formation, aza-Michael addition and selective retro oxa/aza-Michael addition leading towards N-vinyl benzoxazoles/benzothiazoles/N-vinyl 1,3-benzoxazines has been developed for the first time. This reaction is highly stereoselective and was carried out efficiently without using any catalyst as well as column chromatography purification with wide substrate scope in very good to excellent yields. The Royal Society of Chemistry 2018-03-28 /pmc/articles/PMC9079281/ /pubmed/35539421 http://dx.doi.org/10.1039/c8ra01478g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Bakthadoss, Manickam
Mushaf, Mohammad
A distal vinyl shift (DVS) through quadruple domino reaction: synthesis of N-vinyl benzoheterocyclic scaffolds
title A distal vinyl shift (DVS) through quadruple domino reaction: synthesis of N-vinyl benzoheterocyclic scaffolds
title_full A distal vinyl shift (DVS) through quadruple domino reaction: synthesis of N-vinyl benzoheterocyclic scaffolds
title_fullStr A distal vinyl shift (DVS) through quadruple domino reaction: synthesis of N-vinyl benzoheterocyclic scaffolds
title_full_unstemmed A distal vinyl shift (DVS) through quadruple domino reaction: synthesis of N-vinyl benzoheterocyclic scaffolds
title_short A distal vinyl shift (DVS) through quadruple domino reaction: synthesis of N-vinyl benzoheterocyclic scaffolds
title_sort distal vinyl shift (dvs) through quadruple domino reaction: synthesis of n-vinyl benzoheterocyclic scaffolds
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9079281/
https://www.ncbi.nlm.nih.gov/pubmed/35539421
http://dx.doi.org/10.1039/c8ra01478g
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AT bakthadossmanickam distalvinylshiftdvsthroughquadrupledominoreactionsynthesisofnvinylbenzoheterocyclicscaffolds
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