- Rational design of an efficient one-pot synthesis of 6H-pyrrolo[2,3,4- gh] perimidines in polyphosphoric acid
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Several highly efficient one-pot synthetic protocols were developed, enabling polyphosphoric acid-activated nitroalkanes to act as electrophiles in reactions with aminonapthalenes. The featured methods allow for the single step assembly of polyheterocycli
- Aksenov, Alexander V.,Aksenov, Nicolai A.,Ovcharov, Dmitrii S.,Aksenov, Dmitrii A.,Griaznov, Georgii,Voskressensky, Leonid G.,Rubin, Michael
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- A new method for pyrrole peri-annulation: synthesis of 1H-1,5,7-triazacyclopenta[c,d]phenalenes from 1H-perimidines
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New methods for the synthesis of 1H-1,5,7-triazacyclopenta[c,d]phenalenes have been developed based on a sequence involving Schmidt reaction of keto-perimidines and acylation of the intermediate amides with 1,3,5-triazines or carboxylic acids. The same synthetic sequence starting from the corresponding alkylperimidine includes acylation with acetic acid as the first step.
- Aksenov, Alexander V.,Lyakhovnenko, Alexander S.,Andrienko, Anna V.,Levina, Irina I.
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Read Online
- 6(7)-Acylperimidines nitration and methods of peri-annelation on this base
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A method has been developed for the nitration of 6(7)-acylperimidines using sodium nitrite in formic acid. The reaction gives a mixture of 4(9)-, 9(4)-, and 7(6)-nitro-6(7)-acylperimidines from which the latter can be separated by extraction with chloroform. Reduction of the 6(7)-acyl-7(6)-nitro- perimidines yields 1H-1,5,7-triazacyclopenta[cd]phenalenes. Subsequent Schmidt reaction and reduction give 1,3,6,8-tetraazapyrenes.
- Aksenov,Aksenov,Lyakhovnenko,Smirnov,Levina,Aksenova
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p. 980 - 987
(2013/10/22)
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- Synthesis of 1H-1,5,7-triazacyclopenta[c,d]phenalenes by the electrophilic amination of perimidines using sodium azide in PPA
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A method was developed for the synthesis of 1H-1,5,7-triazacyclopenta[c,d] phenalenes by the electrophilic amination of perimidines using the new sodium azide/PPA reagent system and a subsequent one-pot reaction with 1,3,5-triazines. A multicomponent variant of this reaction is possible in the case of 2,4,6-trimethyl- and 2,4,6-triphenyl-1,3,5-triazines.
- Aksenov,Lyakhovnenko,Andrienko
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experimental part
p. 1266 - 1270
(2011/10/09)
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