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A facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of N-benzyl matemone

2-Alkoxycarbonylindolin-3-one is synthesized from a methoxyglycine derivative via a 1,2-aza-Brook rearrangement followed by cyclization with bis(trimethylsilyl)aluminum chloride. A short-step synthesis of N-benzyl matemone is successfully carried out using the present indolin-3-one synthesis.

Detalles Bibliográficos
Autores principales: Shimizu, Makoto, Imazato, Hayao, Mizota, Isao, Zhu, Yusong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064601/
https://www.ncbi.nlm.nih.gov/pubmed/35519860
http://dx.doi.org/10.1039/c9ra02204j
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author Shimizu, Makoto
Imazato, Hayao
Mizota, Isao
Zhu, Yusong
author_facet Shimizu, Makoto
Imazato, Hayao
Mizota, Isao
Zhu, Yusong
author_sort Shimizu, Makoto
collection PubMed
description 2-Alkoxycarbonylindolin-3-one is synthesized from a methoxyglycine derivative via a 1,2-aza-Brook rearrangement followed by cyclization with bis(trimethylsilyl)aluminum chloride. A short-step synthesis of N-benzyl matemone is successfully carried out using the present indolin-3-one synthesis.
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spelling pubmed-90646012022-05-04 A facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of N-benzyl matemone Shimizu, Makoto Imazato, Hayao Mizota, Isao Zhu, Yusong RSC Adv Chemistry 2-Alkoxycarbonylindolin-3-one is synthesized from a methoxyglycine derivative via a 1,2-aza-Brook rearrangement followed by cyclization with bis(trimethylsilyl)aluminum chloride. A short-step synthesis of N-benzyl matemone is successfully carried out using the present indolin-3-one synthesis. The Royal Society of Chemistry 2019-06-03 /pmc/articles/PMC9064601/ /pubmed/35519860 http://dx.doi.org/10.1039/c9ra02204j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Shimizu, Makoto
Imazato, Hayao
Mizota, Isao
Zhu, Yusong
A facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of N-benzyl matemone
title A facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of N-benzyl matemone
title_full A facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of N-benzyl matemone
title_fullStr A facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of N-benzyl matemone
title_full_unstemmed A facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of N-benzyl matemone
title_short A facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of N-benzyl matemone
title_sort facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of n-benzyl matemone
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064601/
https://www.ncbi.nlm.nih.gov/pubmed/35519860
http://dx.doi.org/10.1039/c9ra02204j
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