Synthesis of isodecarine

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15110%2F07%3A00004411" target="_blank" >RIV/61989592:15110/07:00004411 - isvavai.cz</a>
Alternative codes found
RIV/61989592:15310/07:00004871
Result on the web
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DOI - Digital Object Identifier
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Result language
angličtina
Original language name
Synthesis of isodecarine
Original language description
The cyclization of 3-bromo-6-methoxy-2-(naphtho[2,3-d][1,3]dioxol-5-ylaminomethyl)phenol (2) using tributyltinhydride under radical-mediated conditions was accompanied by spontaneous oxidation and afforded directly isodecarine (2-methoxy[1,3]benzodioxolo[5,6-c]phenanthridin-1-ol, (3). 2-Methoxy-6-(naphtho[2,3-d][1,3]dioxol-5-ylaminomethyl)phenol (4) was isolated as a side product. Isodecarine was also prepared by the catalytic debenzylation of 7-benzyloxy-8-methoxy-2,3-methylendioxybenzo[c]phenanthridine (5). This compound was efficiently converted to 7-benzyloxy-8-methoxy-5-methyl-2,3-methylenedioxybenzo[c]phenanthridinium trifluoromethanesulfonate (6) in high yield and with a short reaction time.
Czech name
Syntéza isodecarinu
Czech description
Práce popisuje cyklizaci 3-bromo-6-methoxy-2-(naphtho[2,3-d][1,3]dioxol-5-ylaminomethyl)fenolu (2) s použitím tributylcinhydridu za podmínek radikálové substituce, která byla doprovázena spontánní oxidací poskytující přímo Isodecarin

Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Publication year
2007
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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