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Synthesis of Naphtho‐Fused Imidazo[1,2‐a]pyridines through Copper‐Catalyzed Cascade Reactions

Synthesis of Naphtho‐Fused Imidazo[1,2‐a]pyridines through Copper‐Catalyzed Cascade Reactions A highly efficient copper‐catalyzed one‐pot tandem protocol has been developed for the synthesis of naphtho‐fused imidazo[1,2‐a]pyridines. The transformation involves a Knoevenagel condensation followed by a chemoselective cross‐coupling reaction along with a carbon‐carbon bond cleavage. This protocol can tolerate a variety of functional groups and provided naphtho[1′,2′:4,5]imidazo[1,2‐a]pyridines in moderate to excellent (35–91 %) yields. The photophysical studies of the naphtho‐fused imidazo[1,2‐a]pyridines show a bathochromic shift between the band maxima of the absorption and emission spectra. These compounds emit with high fluorescence quantum yields. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Asian Journal of Organic Chemistry Wiley

Synthesis of Naphtho‐Fused Imidazo[1,2‐a]pyridines through Copper‐Catalyzed Cascade Reactions

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References (44)

Publisher
Wiley
Copyright
© 2015 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
2193-5807
eISSN
2193-5815
DOI
10.1002/ajoc.201500297
Publisher site
See Article on Publisher Site

Abstract

A highly efficient copper‐catalyzed one‐pot tandem protocol has been developed for the synthesis of naphtho‐fused imidazo[1,2‐a]pyridines. The transformation involves a Knoevenagel condensation followed by a chemoselective cross‐coupling reaction along with a carbon‐carbon bond cleavage. This protocol can tolerate a variety of functional groups and provided naphtho[1′,2′:4,5]imidazo[1,2‐a]pyridines in moderate to excellent (35–91 %) yields. The photophysical studies of the naphtho‐fused imidazo[1,2‐a]pyridines show a bathochromic shift between the band maxima of the absorption and emission spectra. These compounds emit with high fluorescence quantum yields.

Journal

Asian Journal of Organic ChemistryWiley

Published: Dec 1, 2015

Keywords: ; ; ; ;

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