2006
DOI: 10.1016/j.tet.2006.05.037
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Ceric Ammonium Nitrate (CAN) catalyzes the one-pot synthesis of polyhydroquinoline via the Hantzsch reaction

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Cited by 237 publications
(107 citation statements)
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“…As shown, various aromatic aldehydes bearing either electron-releasing or electron-withdrawing substituents can lead to high yields. The use of methyl acetoacetate or acetylacetone as 1,3-dicarbonyl moiety in place of ethyl acetoacetate also gave similar results (Table 3, entries [16][17][18][19][20][21][25][26][27]. Furthermore, substrate with two formyl group (entry 10) was produced the corresponding bis-dihydropyrimidinone in short time and excellent yield (Scheme 2).…”
Section: Resultsmentioning
confidence: 63%
“…As shown, various aromatic aldehydes bearing either electron-releasing or electron-withdrawing substituents can lead to high yields. The use of methyl acetoacetate or acetylacetone as 1,3-dicarbonyl moiety in place of ethyl acetoacetate also gave similar results (Table 3, entries [16][17][18][19][20][21][25][26][27]. Furthermore, substrate with two formyl group (entry 10) was produced the corresponding bis-dihydropyrimidinone in short time and excellent yield (Scheme 2).…”
Section: Resultsmentioning
confidence: 63%
“…Starting from Hantzsch more than a century ago, there are several efficient methods developed for the synthesis of 1, 4-dihydropyridines 4 , which comprise the use of microwave 5 , ionic liquid 6 , high temperature in refluxing solvent 7 , TMSCl-NaI 8 , metal triflates 9 , I 2 10 and CAN 11 . However, these methods suffers several disadvantages such as long reaction times, excess of organic solvent, lower product yield, harsh refluxing condition, use of high temperatures, extensive amounts of reagents, occurrence of several side products and difficulty in the recovery and reusability of the catalyst.…”
Section: Introductionmentioning
confidence: 99%
“…Therefore, numerous promotions, such as using ionic liquids 13,14 , microwaves [15][16][17] , grinding 18 , silica-supported acids 19,20 , L-proline 21 , HY-zeolite 22 , Bu 4 NHSO 4 23 , boronic acids 24,25 , TMSCl-NaI 26 , ceric ammonium nitrate 27,28 , metal triflates 29,30 , p-TSA 31 , and baker's yeast 32,33 have been developed. However, many of these methods still suffer from several limitations, such as unsatisfactory yield, use of environmentally suspected organic solvents, long reaction time, high temperature, and using expensive and non reusable catalysts.…”
Section: Introductionmentioning
confidence: 99%