Novel Ring Contraction of 3-Hydroxy-2,4 (1H,3H) -quinolinediones in Aqueous Alkali. The First Convenient Route to 2-Hydroxyindoxyls

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F70883521%3A28110%2F01%3A63500209" target="_blank" >RIV/70883521:28110/01:63500209 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Novel Ring Contraction of 3-Hydroxy-2,4 (1H,3H) -quinolinediones in Aqueous Alkali. The First Convenient Route to 2-Hydroxyindoxyls

Original language description

Ring contraction of 3-hydroxy-2,4(1H,3H)-quinolinediones (1) in aqueous potassium hydroxide resulted in the formation of 2-hydroxyindoxyls and/or dioxindoles. The choice of N-substituent and the reaction conditions govern the chemoselectivity of the reaction. N-Phenyl-substituted derivatives 1 give 2-hydroxyindoxyls, while N-alkyl- and N-benzyl-substituted derivatives afford the corresponding dioxindols. On the basis of byproduct analysis, as well as independent experiments, the most plausible reactionmechanism is proposed.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2001

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Journal of Organic Chemistry

ISSN

0022-3263

e-ISSN

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Volume of the periodical

Neuveden

Issue of the periodical within the volume

66

Country of publishing house

US - UNITED STATES

Number of pages

6

Pages from-to

6394-6399

UT code for WoS article

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EID of the result in the Scopus database

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