Efficient synthesis of functionalized 2,5-dihydrofurans and 1,5-dihydro-2<Emphasis Type="Italic">H</Emphasis>-pyrrol-2-ones by reaction of isocyanides with activated acetylenes in the presence of hexachloroacetone

Isocyanides react smoothly with dimethyl acetylenedicarboxylate in the presence of hexachloroacetone to produce dimethyl 5-[alkyl(aryl)imino]-2,2-bis(trichloromethyl)-2,5-dihydro-furan-3,4-dicarboxylates in high yields. When the reaction was performed with dibenzoylacetylene, 3-benzoyl-1-alkyl-4-chloro-5-hydroxy-5-phenyl-1,5-dihydro-2H-pyrrol-2-ones were obtained. Correspondence: Issa Yavari, Chemistry Department, Tarbiat Modares University, Tehran, Iran.     

Formation of trialkyl quinoline-2,3,4-tricarboxylates by reaction of isatin, dialkyl acetylenedicarboxylates, and sodium O-alkyl carbonodithioates

An efficient one-pot synthesis of quinoline-2,3,4-tricarboxylates is described by reaction of isatin (indoline-2,3-dione) and electron-deficient acetylenic esters in the presence of sodium O-alkyl carbonodithioates, themselves prepared by addition of sodium hydride to a solution of an alcohol in CS₂.     

A Synthesis of Dialkyl Phosphorylsuccinates from the Reaction of NH-Acids with Dialkyl Acetylenedicarboxylates in the Presence of Trialkyl(aryl) Phosphites

Summary. The reaction of dialkyl acetylenedicarboxylates with trialkyl(aryl) phosphites in the presence of isatin, phthalimide, indole, or pyrrole leads to stable dialkyl(aryl) phosphorylsuccinates in excellent yields.     

A Novel One‐Pot Synthesis of Substituted Quinolines

A synthesis of quinoline derivatives is described via reaction between ethyl bromopyruvate (=ethyl 3‐bromo‐2‐oxopropanoate), acetylenedicarboxylate, and isatin (=1H‐indole‐2,3‐dione) in the presence of NaH as a base. Also, these reactions were performed without ethyl bromopyruvate. The reaction in the presence of ethyl bromopyruvate provides regioselectively a quinoline with the ethyl ester group in 4‐position. In the absence of ethyl bromopyruvate, the reaction leads to functionalized quinolines with the same ester groups in 2‐, 3‐, and 4‐positions.     

Green synthesis of pyrimido‐isoquinolines and pyrimido‐quinoline using ZnO nanorods as an efficient catalyst: Study of antioxidant activity

In this paper, we report the synthesis of pyrimido[2,1‐a] isoquinoline and pyrimido[1,2‐a]quinoline derivatives in high yields from the reaction of isoquinoline or quinoline, activated acetylenic compounds, and amides in the presence of ZnO nanorods (ZnO‐NRs) as catalyst under solvent‐free conditions at room temperature. ZnO‐NRs show good improvement in the yield of the product and significant reusability. Also, the antioxidant activities of the some of the newly synthesized compounds were carried out by 1,1‐diphenyl‐2‐picrylhydrazyl (PDDH) radical trapping and ferric ion reducing potential tests and compared with those of the synthetic antioxidants 2‐tert‐butylhydroquinone (TBHQ) and butylated hydroxytoluene (BHT). These compounds do not show good DPPH radical scavenging but display good ferric ion reducing power.     

Facile and efficient synthesis of functionalized iminothiopyran and isothiochromen via one-pot multicomponent reactions

An efficient synthesis of 6H-6-iminothiopyran-2,3-dicarboxylate and 1H-isothiochromene-3,4-dicarboxylate derivatives via one-pot reactions between acetylenic esters, aryl isothiocyanates and enaminones in dichloromethane at room temperature is described. The mild reaction condition, high yields and the new products are advantages of our method.     

A synthesis of phosphorylated dioxohexahydropyrimidines from <Emphasis Type="Italic">N</Emphasis>,<Emphasis Type="Italic">N</Emphasis>′-dimethylurea,activated acetylenes,and trialkyl phosphites

An efficient synthesis of alkyl 5-(dialkoxy- phosphoryl)-1,3-dimethyl-2, 6-dioxo-hexahydropyrimidine-4-carboxylates is described. This involves the reaction of N,N′-dimethylurea and dialkyl acetylendicarboxylates in the presence of trialkyl phosphites. Under similar conditions, triphenyl phosphite led to alkyl 5-(diphenoxyphosphoryl)-1,3-dimethyl-2,6-dioxo-hexahydro-4-pyrimidinecarboxylates.     

Ionic liquid promoted green synthesis of new pyridazino benzazepine derivatives: Evaluation of antioxidant activity

In this research, we investigated preparation of pyridazino benzazepine derivatives in high yields via the domino and one-pot reaction of isatoic anhydride, N-methylimidazole, alkyl bromides, activated acetylenic compounds, and hydrazine in ionic liquid as green media at 80°C. Also, antioxidation property of some prepared pyridazino benzazepines due to having pyridazin and benzazepine core is investigated by employing of trapping diphenyl-picrylhydrazine radical and ability of ferric reduction experiment. Our procedure has a few benefits relative to reported method such as good rate of reaction, product with high efficiency, and simple separation of product from mixture of reaction.     

Solvent-Free,Microwave-Assisted,One-Pot Synthesis of 2-Acetyl-N,3-diaryl-4-nitro-butanamides

A combination of benzyltriethylammonium borohydride and chlorotrimethylsilane (1:1) in dichloromethane (0–25°C) has been found to be a convenient reagent system for the selective reduction of carboxylic acids to alcohols.