2011
DOI: 10.3998/ark.5550190.0012.a23
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Ceric ammonium nitrate (CAN) catalyzed one-pot synthesis of fully substituted new indeno[1,2-b]pyridines at room temperature through multi-component reaction

Abstract: Ceric ammonium nitrate (CAN) (10 mol%) in ethanol has been found to be an efficient catalyst for the one-pot multi-component synthesis of fully substituted new indeno[1,2-b]pyridines through a combination of 1,3-indandione, propiophenone or 2-phenylacetophenone, aromatic aldehydes, and ammonium acetate at room temperature. The same methodology also worked well for the construction of several other 2,3,4,5,6-pentasubstituted pyridines at room temperature. Atom economy, excellent yields and mild reaction conditi… Show more

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Cited by 27 publications
(4 citation statements)
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“…Next, the carbonyl carbon is attacked by the nucleophilic indane-1,3-dione (3) to form intermediate I. Subsequent Michael addition of 2-naphthylamine (1) followed by cyclization and oxidation by air affords aromatized products 4 [103][104][105][106][107].…”
Section: Resultsmentioning
confidence: 99%
“…Next, the carbonyl carbon is attacked by the nucleophilic indane-1,3-dione (3) to form intermediate I. Subsequent Michael addition of 2-naphthylamine (1) followed by cyclization and oxidation by air affords aromatized products 4 [103][104][105][106][107].…”
Section: Resultsmentioning
confidence: 99%
“…Consequently, there has been continuous interest in developing effec-tive synthetic techniques for the synthesis of various Indenopyridines. Numerous synthetic strategies have been reported for the preparation of Indenopyridines and their analogues [33][34][35][36][37][38][39]. Some of these strategies are related with specific constraints, for example, the use of excess and expensive catalyst, long reaction time, numerous steps, low yields, toxic solvents, the use of harmful metal catalysts, and harsh reaction circumstance.…”
Section: Introductionmentioning
confidence: 99%
“…[14][15][16][17][18][19][20][21][22][23][24][25][26][27] The combination of two reaction paths according to the properties of the material used can help in achieving the desired product. With this view, we have considered the preparation of indenopyridine, 28 pyridopyrimidines, 29 and pyrimidines, 30 in addition to the consideration of the usual preparation method for indenopyridopyrimidines. 31,32 With this approach, the product is obtained using barbituric acid and ammonium acetate, instead of uracil, in a four-component reaction.…”
Section: Introductionmentioning
confidence: 99%