The Fischer indolisation of N-(?-ketoacyl)anthranilic acids

Kód výsledku v IS VaVaI

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Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

The Fischer indolisation of N-(?-ketoacyl)anthranilic acids

Popis výsledku v původním jazyce

As a part of our continued interest in the reactivity of title compounds toward various reagents, we have studied Fischer indole reaction starting from appropriate phenylhydrazones as well as one-pot protocol starting from N-(?-ketoacyl)anthranilic acids. One of our ideas was to find a novel route to 2-(indol-2-carboxamido)benzoic acids as starting materials for subsequent cyclodehydration leading to appropriate 2-(indol-2-yl)-3,1-benzoxazin-4-ones. We realized that Fischer indole reaction of title compounds leads to three kinds of products, including desired 2-(indol-2-carboxamido)benzoic acids, their phenylhydrazides, and the mentioned benzoxazinones. Various derivatives of 2-(indol-2-carboxamido)benzoic acids can exhibit biological activity and someof them were isolated from nature. Substituted 3,1-benzoxazin-4-ones are interesting heterocyclic compounds, which may find application as novel therapeutic agents, agrochemicals, industrial additives or intermediates in organic synthese

Název v anglickém jazyce

The Fischer indolisation of N-(?-ketoacyl)anthranilic acids

Popis výsledku anglicky

As a part of our continued interest in the reactivity of title compounds toward various reagents, we have studied Fischer indole reaction starting from appropriate phenylhydrazones as well as one-pot protocol starting from N-(?-ketoacyl)anthranilic acids. One of our ideas was to find a novel route to 2-(indol-2-carboxamido)benzoic acids as starting materials for subsequent cyclodehydration leading to appropriate 2-(indol-2-yl)-3,1-benzoxazin-4-ones. We realized that Fischer indole reaction of title compounds leads to three kinds of products, including desired 2-(indol-2-carboxamido)benzoic acids, their phenylhydrazides, and the mentioned benzoxazinones. Various derivatives of 2-(indol-2-carboxamido)benzoic acids can exhibit biological activity and someof them were isolated from nature. Substituted 3,1-benzoxazin-4-ones are interesting heterocyclic compounds, which may find application as novel therapeutic agents, agrochemicals, industrial additives or intermediates in organic synthese

Druh

D - Stať ve sborníku

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

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Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2012

Kód důvěrnosti údajů

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

Název statě ve sborníku

Sborník abstraktů: studentská odborná konference Chemie je život 2012

ISBN

978-80-214-4645-8

ISSN

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e-ISSN

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Počet stran výsledku

5

Strana od-do

409-414

Název nakladatele

Vysoké učení technické v Brně, Fakulta chemická

Místo vydání

Brno

Místo konání akce

Brno

Datum konání akce

7. 12. 2012

Typ akce podle státní příslušnosti

CST - Celostátní akce

Kód UT WoS článku

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