2-(Indol-2-yl)-3,1-benzoxazin-4-ones

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F70883521%3A28110%2F12%3A43869039" target="_blank" >RIV/70883521:28110/12:43869039 - isvavai.cz</a>

Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

2-(Indol-2-yl)-3,1-benzoxazin-4-ones

Popis výsledku v původním jazyce

Title compounds could be useful electrophilic reagents for the application in organic synthesis. Some of them are exploitable as UV absorbers. This contribution describes work concerning the preparation of novel benzoxazinones substituted with indole moiety by cyclodehydration of appropriate 2-(indol-2-carboxamido)benzoic acids. We also established a new route to these acids utilising the Fischer indole synthesis. Their precursors were readily obtained from 4-hydroxyquinolin-2-ones by two-step oxidationincluding peracetic acid hydroxylation followed by oxidative cleavage by means of periodic acid or sodium periodate. All compounds were characterized by available methods of structural analysis including high resolution mass spectrometry and two-dimensional NMR techniques. In summary, we have developed a novel entry to direct construction of 2-(indol-2-yl)-3,1-benzoxazin-4-one skeleton based on Fischer indole reaction of N-(?-ketoacyl)anthranilic acids and subsequent dehydration, which

Název v anglickém jazyce

2-(Indol-2-yl)-3,1-benzoxazin-4-ones

Popis výsledku anglicky

Title compounds could be useful electrophilic reagents for the application in organic synthesis. Some of them are exploitable as UV absorbers. This contribution describes work concerning the preparation of novel benzoxazinones substituted with indole moiety by cyclodehydration of appropriate 2-(indol-2-carboxamido)benzoic acids. We also established a new route to these acids utilising the Fischer indole synthesis. Their precursors were readily obtained from 4-hydroxyquinolin-2-ones by two-step oxidationincluding peracetic acid hydroxylation followed by oxidative cleavage by means of periodic acid or sodium periodate. All compounds were characterized by available methods of structural analysis including high resolution mass spectrometry and two-dimensional NMR techniques. In summary, we have developed a novel entry to direct construction of 2-(indol-2-yl)-3,1-benzoxazin-4-one skeleton based on Fischer indole reaction of N-(?-ketoacyl)anthranilic acids and subsequent dehydration, which

Druh

O - Ostatní výsledky

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