Copper catalyzed synthesis of fused benzimidazolopyrazine derivatives via tandem benzimidazole formation/annulation of delta-alkynyl aldehyde

A novel route to synthesize the biologically active benzimidazolopyrazine core is outlined. The reaction proceeds via tandem benzimidazole formation/annulations of indole, pyrrole and aliphatic delta-alkynyl aldehydes in the presence of copper salts and green solvents with moderate to good yields.

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Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 11; no. 44; pp. 7712 - 7720
Main Authors Ramesh, Subburethinam, Ghosh, Suman Kr, Nagarajan, Rajagopal
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 28.11.2013
Subjects
Aldehydes - chemistry
Benzimidazoles - chemistry
Catalysis
Chemistry
Chemistry, Organic
Copper - chemistry
Magnetic Resonance Spectroscopy
Physical Sciences
Pyrazines - chemistry
Science & Technology
Spectrometry, Mass, Electrospray Ionization
Spectrophotometry, Infrared
CHEMISTRY
INTRAMOLECULAR CYCLIZATION
HETEROCYCLES
INDOLE
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Summary:A novel route to synthesize the biologically active benzimidazolopyrazine core is outlined. The reaction proceeds via tandem benzimidazole formation/annulations of indole, pyrrole and aliphatic delta-alkynyl aldehydes in the presence of copper salts and green solvents with moderate to good yields.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1477-0520
1477-0539
DOI:10.1039/c3ob41044g