Journal
ACS COMBINATORIAL SCIENCE
Volume 19, Issue 9, Pages 600-608Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscombsci.7b00095
Keywords
post-Ugi functionalization; Ugi condensation; fused-quinoline; Povarov reaction; one-pot process
Funding
- DST-SERB, New Delhi [SB/FT/CS-071/2014]
- SERB
- UGC
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A divergent synthesis of fused-quinolines has been explored by performing Ugi four-component condensation and sulfuric acid promoted deprotection/Povarov-type reaction in one-pot. The process involves Ugi condensation of propiolic acids, aldehydes/ketones, aminoaldehyde acetals and isocyanides followed by sulfuric acid promoted deprotection and Povarov-type reaction with anilines in ethanol. This method enables straightforward accss to the structurally diverse 2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-ones (DHPQ), 3,4-dihydrobenzo[b][1,6]naphthyridin-1(2H)-ones (DHBN), and 2,3,4,5-tetrahydro-1H-azepino[4,3-b]quinolin-1-ones (THAQ), starting from readily available starting materials.
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