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Synthesis of a New α-Azidomethyl Styrene from Safrole via a Dearomative Rearrangement

There is a growing interest in developing more efficient synthetic alternatives for the synthesis of nitrogen-containing allylic compounds. This article presents a straightforward two-step protocol to produce 5-(3-azidoprop-1-en-2-yl)benzo[d][1,3]dioxole 4 from the natural product safrole. The metho...

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Detalles Bibliográficos
Autores principales: Isbel, Stephen R., Bugarin, Alejandro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10621569/
https://www.ncbi.nlm.nih.gov/pubmed/37920849
http://dx.doi.org/10.3390/m1713
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author Isbel, Stephen R.
Bugarin, Alejandro
author_facet Isbel, Stephen R.
Bugarin, Alejandro
author_sort Isbel, Stephen R.
collection PubMed
description There is a growing interest in developing more efficient synthetic alternatives for the synthesis of nitrogen-containing allylic compounds. This article presents a straightforward two-step protocol to produce 5-(3-azidoprop-1-en-2-yl)benzo[d][1,3]dioxole 4 from the natural product safrole. The method yielded the expected α-azidomethyl styrene 4, in good yield, via a dearomative rearrangement.
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spelling pubmed-106215692023-11-02 Synthesis of a New α-Azidomethyl Styrene from Safrole via a Dearomative Rearrangement Isbel, Stephen R. Bugarin, Alejandro Molbank Article There is a growing interest in developing more efficient synthetic alternatives for the synthesis of nitrogen-containing allylic compounds. This article presents a straightforward two-step protocol to produce 5-(3-azidoprop-1-en-2-yl)benzo[d][1,3]dioxole 4 from the natural product safrole. The method yielded the expected α-azidomethyl styrene 4, in good yield, via a dearomative rearrangement. 2023-09 2023-08-16 /pmc/articles/PMC10621569/ /pubmed/37920849 http://dx.doi.org/10.3390/m1713 Text en https://creativecommons.org/licenses/by/4.0/This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Isbel, Stephen R.
Bugarin, Alejandro
Synthesis of a New α-Azidomethyl Styrene from Safrole via a Dearomative Rearrangement
title Synthesis of a New α-Azidomethyl Styrene from Safrole via a Dearomative Rearrangement
title_full Synthesis of a New α-Azidomethyl Styrene from Safrole via a Dearomative Rearrangement
title_fullStr Synthesis of a New α-Azidomethyl Styrene from Safrole via a Dearomative Rearrangement
title_full_unstemmed Synthesis of a New α-Azidomethyl Styrene from Safrole via a Dearomative Rearrangement
title_short Synthesis of a New α-Azidomethyl Styrene from Safrole via a Dearomative Rearrangement
title_sort synthesis of a new α-azidomethyl styrene from safrole via a dearomative rearrangement
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10621569/
https://www.ncbi.nlm.nih.gov/pubmed/37920849
http://dx.doi.org/10.3390/m1713
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