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

ABSTRACT: 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.

SUBMITTER: Shimizu M 

PROVIDER: S-EPMC9064601 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

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A facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of <i>N</i>-benzyl matemone.

Shimizu Makoto M   Imazato Hayao H   Mizota Isao I   Zhu Yusong Y  

RSC advances 20190501 30

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

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