20th Iranian Seminar of Organic Chemistry , 2013-07-03

Title : ( An efficient synthesis of imidazo[4,5-a]acridine-11-yl cyanides as new fluorescent heterocylic compounds )

Authors: tahmineh bazazan noghani , Mohammad Rahimizadeh , Mehdi Bakavoli , Mehdi Pordel ,

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Abstract

One of the most general mechanisms to transforming of δH-adducts into products of nucleophilic substitution of hydrogen is conversion of δH-adducts into nitroso compounds under proper conditions. This conversion occurs usually in protic solvents apparently via protonation of the negatively charged oxygen of nitro group of the δH-adducts and elimination of water [1,2]. These nitrosoarenes are mostly cyclized to heterocyclic systems under the reaction conditions [4,5]. In this work, we introduced an useful method for the synthesis of 3-aryl-8-methoxy-3Himidazo[4,5-a]acridin-11-yl cyanides as new fluorescent compounds via the nucleophilic substitution of hydrogen of N-alkylated 5-nitrobenzimidazoles 1a-e with 2-(4-methoxyphenyl)acetonitrile 2 in basic MeOH solution and following with the intramolecular electrophilic aromatic substitution at room temperature (Scheme 1). In this reaction, nucleophilic substitution of hydrogen in N-alkylated 5-nitrobenzimidazoles has been used as a key step

Keywords

, One of the most general mechanisms to transforming of δH, adducts into products of nucleophilic substitution of hydrogen is conversion of δH, adducts into nitroso compounds under proper conditions. This conversion occurs usually in protic solvents apparently via protonation of the negatively charged
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@inproceedings{paperid:1035439,
author = {Bazazan Noghani, Tahmineh and Rahimizadeh, Mohammad and Bakavoli, Mehdi and Pordel, Mehdi},
title = {An efficient synthesis of imidazo[4,5-a]acridine-11-yl cyanides as new fluorescent heterocylic compounds},
booktitle = {20th Iranian Seminar of Organic Chemistry},
year = {2013},
location = {همدان, IRAN},
keywords = {One of the most general mechanisms to transforming of δH-adducts into products of nucleophilic substitution of hydrogen is conversion of δH-adducts into nitroso compounds under proper conditions. This conversion occurs usually in protic solvents apparently via protonation of the negatively charged oxygen of nitro group of the δH-adducts and elimination of water [1;2]. These nitrosoarenes are mostly cyclized to heterocyclic systems under the reaction conditions [4;5]. In this work; we introduced an useful method for the synthesis of 3-aryl-8-methoxy-3Himidazo[4;5-a]acridin-11-yl cyanides as new fluorescent compounds via the nucleophilic substitution of hydrogen of N-alkylated 5-nitrobenzimidazoles 1a-e with 2-(4-methoxyphenyl)acetonitrile 2 in basic MeOH solution and following with the intramolecular electrophilic aromatic substitution at room temperature (Scheme 1). In this reaction; nucleophilic substitution of hydrogen in N-alkylated 5-nitrobenzimidazoles has been used as a key step},
}

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%0 Conference Proceedings
%T An efficient synthesis of imidazo[4,5-a]acridine-11-yl cyanides as new fluorescent heterocylic compounds
%A Bazazan Noghani, Tahmineh
%A Rahimizadeh, Mohammad
%A Bakavoli, Mehdi
%A Pordel, Mehdi
%J 20th Iranian Seminar of Organic Chemistry
%D 2013

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