Rational design of an efficient one-pot synthesis of 6H-pyrrolo[2,3,4-gh] perimidines in polyphosphoric acid

被引：16

作者：

Aksenov, Alexander V. ^{[1
]}

Aksenov, Nicolai A. ^{[1
,2
]}

Ovcharov, Dmitrii S. ^{[1
]}

Aksenov, Dmitrii A. ^{[1
]}

Griaznov, Georgii ^{[1
]}

Voskressensky, Leonid G. ^{[2
]}

Rubin, Michael ^{[1
,3
]}

机构：

[1] North Caucasus Fed Univ, Dept Chem, 1a Pushkin St, Stavropol 355009, Russia

[2] Peoples Friendship Univ Russia, Dept Organ Chem, 6 Miklukho Maklaya St, Moscow 117198, Russia

[3] Univ Kansas, Dept Chem, 1251 Wescoe Hall Dr, Lawrence, KS 66045 USA

来源：

RSC ADVANCES | 2016年 / 6卷 / 85期

基金：

俄罗斯基础研究基金会;

关键词：

DNA-BINDING PROPERTIES; AROMATIC-COMPOUNDS; NUCLEIC-ACIDS; DERIVATIVES; ALKYNYLPYRENES; INTERCALATORS; ORBITALS; SENSORS; PROBES;

D O I：

10.1039/c6ra17269e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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 polyheterocyclic aromatic derivatives of 6H-pyrrolo[2,3,4-gh] perimidine scaffold in high yields.

引用

页码：82425 / 82431

页数：7

共 37 条

[1] REACTION OF 6(7)-ACYL- AND 6(7)-FORMYLPERIMIDINES WITH 1,3,5-TRIAZINES IN POLY-PHOSPHORIC ACID [J].

Aksenov, A. V. ;

Borovlev, I. V. ;

Pisarenko, S. V. ;

Aksenova, I. V. .

CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2008, 44 (07) :868-871

[2] New one-pot reaction of perimidines with nitroethane and acylating agents in polyphosphoric acid [J].

Aksenov, A. V. ;

Aksenov, N. A. ;

Smirnov, A. N. ;

Goncharov, V. I. ;

Ovcharov, S. N. ;

Aksenova, I. V. .

RUSSIAN CHEMICAL BULLETIN, 2014, 63 (07) :1643-1645

[3] 6(7)-Acylperimidines nitration and methods of peri-annelation on this base [J].

Aksenov, A. V. ;

Aksenov, N. A. ;

Lyakhovnenko, A. S. ;

Smirnov, A. N. ;

Levina, I. I. ;

Aksenova, I. V. .

CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2013, 49 (07) :980-987

[4] SYNTHESIS OF 1H-1,5,7-TRIAZACYCLOPENTA[c,d]PHENALENES BY THE ELECTROPHILIC AMINATION OF PERIMIDINES USING SODIUM AZIDE IN PPA [J].

Aksenov, A. V. ;

Lyakhovnenko, A. S. ;

Andrienko, A. V. .

CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2011, 46 (10) :1266-1270

[5] NEW METHOD FOR THE DIRECT ELECTROPHILIC AMINATION OF AROMATIC COMPOUNDS AND ITS USE IN THE ANNELATION OF THE PYRIMIDINE RING [J].

Aksenov, A. V. ;

Lyakhovnenko, A. S. ;

Kugutov, M. M. .

CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2011, 46 (10) :1262-1265

[6] SYNTHESIS AND SPECIAL FEATURES OF THE STRUCTURE OF 6(7)-AMINOPERIMIDINE DERIVATIVES [J].

Aksenov, A. V. ;

Lyakhovnenko, A. S. ;

Karaivanov, N. C. ;

Levina, I. I. .

CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2010, 46 (04) :468-472

[7] SODIUM AZIDE IN PPA - A NEW REAGENT SYSTEM FOR ELECTROPHILIC AMINATION: SYNTHESIS OF 6(7)-AMINOPERIMIDINES [J].

Aksenov, A. V. ;

Lyakhovnenko, A. S. ;

Karaivanov, N. C. .

CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2009, 45 (07) :871-872

[8] Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes [J].

Aksenov, Alexander V. ;

Smirnov, Alexander N. ;

Aksenov, Nicolai A. ;

Bijieva, Asiyat S. ;

Aksenova, Inna V. ;

Rubin, Michael .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (14) :4289-4295

[9] NITROMETHANE IN POLYPHOSPHORIC ACID-A NEW REAGENT FOR CARBOXYAMIDATION AND CARBOXYLATION OF ACTIVATED AROMATIC COMPOUNDS [J].

Aksenov, Alexander V. ;

Aksenov, Nicolai A. ;

Nadein, Oleg N. ;

Aksenova, Inna V. .

SYNTHETIC COMMUNICATIONS, 2012, 42 (04) :541-547

[10] Nitroethane in Polyphosphoric Acid: A New Reagent for Acetamidation and Amination of Aromatic Compounds [J].

Aksenov, Alexander V. ;

Aksenov, Nicolai A. ;

Nadein, Oleg N. ;

Aksenova, Inna V. .

SYNLETT, 2010, (17) :2628-2630

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