Issue 7, 2022
From the journal:

Organic Chemistry Frontiers

Synthesis of 2-monosubstituted indolin-3-ones by cine-substitution of 3-azido-2-methoxyindolines†

Toshiki Yamashiro, ORCID logo a   Takumi Abe ORCID logo *a  and  Daisuke Sawada ORCID logo *a  

* Corresponding authors

a Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, Kita-ku, Okayama 7008530, Japan
E-mail: t-abe@okayama-u.ac.jp, dsawada@okayama-u.ac.jp

Abstract

We report herein a formal cine-substitution/hydrolysis of 3-azidoindoles generated from 3-azido-2-methoxyindolines (AZINs). This protocol enables the introduction of various carboxylic acids and alcohols into indolin-3-ones at the C2-position, affording 2-monoacyloxy or alkoxy indolin-3-ones.

Graphical abstract: Synthesis of 2-monosubstituted indolin-3-ones by cine-substitution of 3-azido-2-methoxyindolines

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Article information

DOI
https://doi.org/10.1039/D2QO00048B
Article type
Research Article
Submitted
13 Jan 2022
Accepted
08 Feb 2022
First published
08 Feb 2022

Org. Chem. Front., 2022,9, 1897-1903

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Synthesis of 2-monosubstituted indolin-3-ones by cine-substitution of 3-azido-2-methoxyindolines

T. Yamashiro, T. Abe and D. Sawada, Org. Chem. Front., 2022, 9, 1897 DOI: 10.1039/D2QO00048B

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