TY - JOUR
T1 - Synthesis of fluorescent heterocycles
T2 - Via a Knoevenagel/[4 + 1]-cycloaddition cascade using acetyl cyanide
AU - Martinez-Ariza, Guillermo
AU - Mehari, Bereketab T.
AU - Pinho, Ludmila A.G.
AU - Foley, Christopher
AU - Day, Kendall
AU - Jewett, John C
AU - Hulme, Christopher
N1 - Publisher Copyright:
© 2017 The Royal Society of Chemistry.
PY - 2017
Y1 - 2017
N2 - A concise one-pot three-component reaction that affords fluorescent indolizines, benzo[d]pyrrolo[2,1-b]thiazoles, and pyrrolo[1,2-a]pyrazines is reported. The methodology involves the formation of a heterocyclic 1-aza-1,3-diene derived from a Knoevenagel condensation between an aldehyde and 2-methyl-ene-cyano aza-heterocycles, followed by [4 + 1] cycloaddition of acetyl cyanide behaving as a non-classical isocyanide replacement.
AB - A concise one-pot three-component reaction that affords fluorescent indolizines, benzo[d]pyrrolo[2,1-b]thiazoles, and pyrrolo[1,2-a]pyrazines is reported. The methodology involves the formation of a heterocyclic 1-aza-1,3-diene derived from a Knoevenagel condensation between an aldehyde and 2-methyl-ene-cyano aza-heterocycles, followed by [4 + 1] cycloaddition of acetyl cyanide behaving as a non-classical isocyanide replacement.
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U2 - 10.1039/c7ob01239j
DO - 10.1039/c7ob01239j
M3 - Article
C2 - 28685790
AN - SCOPUS:85026363202
VL - 15
SP - 6076
EP - 6079
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
SN - 1477-0520
IS - 29
ER -