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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.
  • 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. (en)
  • 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 (cs)
Title
  • Synthesis of isodecarine
  • Synthesis of isodecarine (en)
  • Syntéza isodecarinu (cs)
skos:prefLabel
  • Synthesis of isodecarine
  • Synthesis of isodecarine (en)
  • Syntéza isodecarinu (cs)
skos:notation
  • RIV/61989592:15310/07:00004871!RIV08-MSM-15310___
http://linked.open.../vavai/riv/strany
  • 769-775
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • Z(MSM6198959216)
http://linked.open...iv/cisloPeriodika
  • N
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 453931
http://linked.open...ai/riv/idVysledku
  • RIV/61989592:15310/07:00004871
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • isodecarin; synthesis; phenanthridine alkaloids (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • JP - Japonsko
http://linked.open...ontrolniKodProRIV
  • [67388D036E99]
http://linked.open...i/riv/nazevZdroje
  • Heterocycles
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 73
http://linked.open...iv/tvurceVysledku
  • Hlaváč, Jan
  • Soural, Miroslav
  • Hradil, Pavel
  • Šimánek, Vilím
  • Cankař, Petr
  • Stýskala, Jakub
  • Vičar, Jaroslav
http://linked.open...n/vavai/riv/zamer
issn
  • 0385-5414
number of pages
http://localhost/t...ganizacniJednotka
  • 15310
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