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

Result code in 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>
Result on the web
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DOI - Digital Object Identifier
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Result language
angličtina
Original language name
2-(Indol-2-yl)-3,1-benzoxazin-4-ones
Original language description
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
Czech name
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Czech description
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Publication year
2012
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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