One-Pot, Three-Component Synthesis of 7-Azaindole Derivatives from N-Substituted 2-Amino-4-cyanopyrroles, Various Aldehydes, and Active Methylene Compounds / Vilches-Herrera Marcelo,Knepper Ingo,de Souza Nayane,Villinger Alexander,Sosnovskikh Vyacheslav Ya,Iaroshenko Viktor O. // ACS COMBINATORIAL SCIENCE. - 2012. - V. 14, l. 7. - P. 434-441.

ISSN/EISSN:

2156-8952 / нет данных

Type:

Article

Abstract:

An efficient and practical route to 7-azaindole framework has been developed by one-pot, three-component cyclocondensation of N-substituted 2-amino-4-cyanopyrroles, various aldehydes, and active methylene compounds in ethanol or acetic acid at reflux. Reactions involving tetronic acid, indane-1,3-dione, dimedone, and 5-phenylcyclohexane-1,3-dione gave carbocyclic fused 7-azaindoles, whereas Meldrum's acid, benzoylacetonitrile, and malononitrile resulted in the highly substituted 7-azaindole derivatives, making this strategy very useful in diversity-oriented synthesis (DOS).

Author keywords:

multicomponent reaction; heterocyclisation; 7-azaindoles; 2-aminopyrroles; aromatic aldehydes; active methylene compounds MULTICOMPONENT REACTIONS; KINASE INHIBITORS; FACILE SYNTHESIS; FUSED PYRIDINES; WATER; HETEROCYCLIZATIONS; PRECURSORS; REACTIVITY; DISCOVERY; REAGENTS

DOI:

10.1021/co300042v

Web of Science ID:

ISI:000306149100007

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	JUL
Publisher	AMER CHEMICAL SOC
Address	1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Language	English
Keywords-Plus	MULTICOMPONENT REACTIONS; KINASE INHIBITORS; FACILE SYNTHESIS; FUSED PYRIDINES; WATER; HETEROCYCLIZATIONS; PRECURSORS; REACTIVITY; DISCOVERY; REAGENTS
Research-Areas	Chemistry; Pharmacology \& Pharmacy
Web-of-Science-Categories	Chemistry, Applied; Chemistry, Medicinal; Chemistry, Multidisciplinary
Author-Email	viktor.iaroshenko@uni-rostock.de
ResearcherID-Numbers	de Souza, Nayane/E-9483-2014
ORCID-Numbers	Vilches Herrera, Marcelo/0000-0001-8282-8650
Funding-Acknowledgement	BMBF ``REMEDIS{''}-project ``Hohere Lebensqualitat durch neuartige Mikroimplantate{''} {[}03IS2081A]; DAAD
Funding-Text	Financial support by the BMBF ``REMEDIS{''}-project ``Hohere Lebensqualitat durch neuartige Mikroimplantate{''} (Grant No. 03IS2081A) is gratefully acknowledged. Financial support by the DAAD (scholarships for M. V.-H. and N. de S.) is acknowledged.
Number-of-Cited-References	41
Usage-Count-Since-2013	23
Journal-ISO	ACS Comb. Sci.
Doc-Delivery-Number	970RD