2018
DOI: 10.1002/jccs.201800001
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Synthesis of multi‐functionalized quinolines and 1,2‐dihydroquinolines through FeCl3‐mediated reactions of carbonyl compounds with 2‐vinylanilines

Abstract: A facile and efficient approach toward the synthesis of functionalized quinolines and 1,2‐dihydroquinolines from carbonyl compounds and 2‐vinylanilines is described. The protocol utilizes the nonhazardous and less expensive FeCl3 as catalyst with wide functional group tolerance and avoiding heavy metal impurities in the products.

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Cited by 5 publications
(1 citation statement)
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“…6 Among the various synthetic strategies for these compounds, aza-6π electrocyclization is probably one of the most powerful methods with high regioselectivity and atom economy in the synthetic repertoire for the construction of N-heterocyclic aromatic compounds. 7 However, the synthetic application of this classic pericyclic transformation has not received enough attention from the modern chemical community; even Woodward and Hoffmann advanced the ground-breaking orbital symmetry rules half a century ago. 8 Most probably, the main driving force for ring closure between the head and the tail of aza-triene limits its popularization.…”
Section: Introductionmentioning
confidence: 99%
“…6 Among the various synthetic strategies for these compounds, aza-6π electrocyclization is probably one of the most powerful methods with high regioselectivity and atom economy in the synthetic repertoire for the construction of N-heterocyclic aromatic compounds. 7 However, the synthetic application of this classic pericyclic transformation has not received enough attention from the modern chemical community; even Woodward and Hoffmann advanced the ground-breaking orbital symmetry rules half a century ago. 8 Most probably, the main driving force for ring closure between the head and the tail of aza-triene limits its popularization.…”
Section: Introductionmentioning
confidence: 99%