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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
Descripción
Sumario: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.