2015
DOI: 10.1016/j.tet.2015.06.060
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Efficient multi-component synthesis of 1,4-benzodiazepine-3,5-diones: a Petasis-based approach

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Cited by 35 publications
(11 citation statements)
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“…In continuation of our researches on preparation of N-containing organic compounds, [32][33][34][35][36][37] herein, we report a novel and efficient approach for the green synthesis of N-alkyl-3,6-diaryl- [1,2,4]triazolo [4,3-b] [1,2,4]triazin-7-amines 4a-h, via three-component reaction of 5-aryl-4H-1,2,4-triazole-3,4-diamine 1, isocyanide 2, and aldeyhde 3, under solvent-free condition at 150 C (Scheme 1). The reactions went to completion within 4 hours and the corresponding products 4 were obtained in 68-82% yields.…”
Section: Resultsmentioning
confidence: 93%
“…In continuation of our researches on preparation of N-containing organic compounds, [32][33][34][35][36][37] herein, we report a novel and efficient approach for the green synthesis of N-alkyl-3,6-diaryl- [1,2,4]triazolo [4,3-b] [1,2,4]triazin-7-amines 4a-h, via three-component reaction of 5-aryl-4H-1,2,4-triazole-3,4-diamine 1, isocyanide 2, and aldeyhde 3, under solvent-free condition at 150 C (Scheme 1). The reactions went to completion within 4 hours and the corresponding products 4 were obtained in 68-82% yields.…”
Section: Resultsmentioning
confidence: 93%
“…We have had several efforts on the synthesis of novel quinazolinone derivatives and extending novel methodologies for the synthesis of these compounds, as well as several projects on the transition metal‐catalyzed reactions . Due to the pharmacological significance of 4(3 H )‐quinazolinones and the chemical importance of CO generation and carbonylation reaction on one hand, and the efficiency of palladium catalyst on the other hand, we wish to report a new method for the efficient synthesis of 4(3 H )‐quinazolinones via the palladium‐catalyzed carbonylation‐cyclization of N ‐(2‐bromoaryl) benzimidamides by molybdenum hexacarbonyl.…”
Section: Introductionmentioning
confidence: 99%
“…Over the past years, the use of Mo (CO) 6 Pd-catalyzed gas-free carbonylative reactions has been reported. The reported reactions include amino-, amidoand alkoxycarbonylations, carbonylative cyclizations and carbonylative cross-couplings, using Mo (CO) 6 as a solid source of CO. [38] We have had several efforts on the synthesis of novel quinazolinone derivatives and extending novel methodologies for the synthesis of these compounds, [24,[40][41][42][43][44] as well as several projects on the transition metalcatalyzed reactions. [45][46][47][48][49][50][51][52] Due to the pharmacological significance of 4(3H)-quinazolinones and the chemical importance of CO generation and carbonylation reaction on one hand, and the efficiency of palladium catalyst on the other hand, we wish to report a new method for the efficient synthesis of 4(3H)-quinazolinones via the palladium-catalyzed carbonylation-cyclization of N-(2-bromoaryl) benzimidamides by molybdenum hexacarbonyl.…”
mentioning
confidence: 99%
“…Petasis reaction of three-component, onepot synthesis has been received intense attention in medicinal and combinatorial chemistry. [1][2][3][4][5][6][7][8][9][10][11] Petasis synthesis can providearylglycines, non-proteinogenic aminoacids. It offers many attractive features to the medicinal chemistry including facile entries to a large number of -arylglycines of new and diverse structures with high atom and step economy.…”
Section: Introductionmentioning
confidence: 99%