107752-88-5

Upstream product

• 2169-68-8 ethyl (E)-3-(4-chlorophenyl)-2-cyanoacrylate 
• 504-02-9 1,3-cylohexanedione 
• 105-56-6 ethyl 2-cyanoacetate 
• 104-88-1 4-chlorobenzaldehyde 
• 2286-35-3 ethyl 3-(4-chlorophenyl)-2-cyanoacrylate 

Relevant academic research and scientific papers

Practical and efficient synthesis of tetrahydrobenzo[b]pyran using caffeine supported on silica as an ionic liquid solid acid catalyst

The new catalyst silica-caffeine hydrogen sulfate [SiO2-caff.]HSO4 was conveniently prepared from commercially available 3-chloropropyltriethoxysilane via immobilization on silica followed by reaction with caffeine. The catalyst prepared was then characterized by the FT-IR spectroscopy, TGA, EDX, and SEM techniques. It was found that this heterogeneous catalyst was a highly efficient one for the synthesis of tetrahydrobenzo[b]pyrans in good-to-high yields, and could be recovered by a simple filtration of the reaction solution and reused for five consecutive runs. The attractive features of this method are simple procedure, clean reaction, easy work-up, use of a reusable catalyst, and performing a multi-component reaction.

Synthesis of novel 2-aryloxy-3-(4-chlorophenyl)-8-substituted-5-aryl-8,9-dihydro-3H-chromeno[2,3-d]pyrimidine-4,6(5H,7H)-dione derivatives

Twenty-one novel 2-aryloxy-3-(4-chlorophenyl)-8-substituted-5-aryl-8,9-dihydro-3H-chromeno[2,3-d]pyrimidine-4,6(5H,7H)-diones 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, 5l, 5m, 5n, 5o, 5p, 5q, 5r, 5s, 5t, 5u were designed and easily synthesized via a tan

Efficient tandem synthesis of a variety of pyran-annulated heterocycles, 3,4-disubstituted isoxazol-5(4H)-ones, and α,β-unsaturated nitriles catalyzed by potassium hydrogen phthalate in water

A variety of 4H-chromenes, benzochromenes, 4,5-dihydropyrano[3,2-c]chromenes, 4H-pyran-3-carboxylates, and 3,4-disubstituted isoxazol-5(4H)-ones have been synthesized in high yields by using potassium hydrogen phthalate (KHP) as an inexpensive, commercially available catalyst. It was found that the three-component tandem reaction enabled synthesis of pyran-annulated heterocycles in water at 50 °C. 3,4-Disubstituted isoxazol-5(4H)-ones were synthesized by use of 10 mol% KHP in water at room temperature. Also, treatment of methylene-containing compounds (malononitrile or ethyl cyanoacetate) with aromatic aldehydes in the presence of 5 mol% KHP resulted in α,β-unsaturated nitriles. The procedure is an easily performed, straightforward method for synthesis of a variety of pyran-annulated compounds, isoxazol-5(4H)-one-containing heterocycles, and Knoevenagel adducts. The reaction is safe, uses mild conditions, and is environmentally benign. Other notable advantages are reuse of the catalyst, no use of hazardous organic solvents, and ease of work-up.

Silica-bonded 5-n-propyl-octahydro-pyrimido[1,2-a]azepinium chloride (SB-DBU)Cl as a highly efficient, heterogeneous and recyclable silica-supported ionic liquid catalyst for the synthesis of benzo[b]pyran, bis(benzo[b]pyran) and spiro-pyran derivatives

The reaction of 3-chloropropyl silica (SilprCl) with 1,8-diazabicyclo[5.4. 0]undec-7-ene (DBU) in dry acetone affords silica-bonded 5-n-propyl-octahydro- pyrimido[1,2-a]azepinium chloride (SB-DBU)Cl as a new silica-supported ionic liquid catalyst. Afterwa

Silica bonded n-propyl-4-aza-1-azoniabicyclo[2.2.2]octane chloride (SB-DABCO): A highly efficient, reusable and new heterogeneous catalyst for the synthesis of 4H-benzo[b]pyran derivatives

The reaction of 3-chloropropyl silica with diazabicyclo[2.2.2]octane in dry acetone affords silica bonded n-propyl-4-aza-1-azoniabicyclo[2.2.2]octane chloride (SB-DABCO) as a new basic catalyst. The catalyst is used for the efficient synthesis of 4H-benzo

One-pot three-component reaction for the synthesis of pyran annulated heterocyclic compounds using DMAP as a catalyst

The one-pot three-component reaction for the synthesis of pyran annulated heterocycles is reported by condensing aromatic aldehydes, ethyl cyanoacetate, or malononitrile and C-H activated acidic compounds in the presence of catalytic amount of 4-(dimethylamino)pyridine (DMAP) in ethanol under reflux conditions. The significant features of the present protocol are simple, environmentally benign, high yields, non-aqueous work-up procedure, no chromatographic separation and recyclability of the catalyst.

CYCLIZATION OF NITRILES. XX. SYNTHESIS OF CONDENSED 2-AMINO-4H-PYRANS AND THE MOLECULAR STRUCTURE OF 2-AMINO-7,7-DIMETHYL-4-(3-FLUOROPHENYL)-5-OXO-3-ETHOXYCARBONYL-5,6,7,8-TETRAHYDRO-4H-BENZOPYRAN

2-Amino-5,6,7,8-tetrahydro-4H-benzopyrans were obtained by the reaction of 1,3-cyclohexanedione and its substituted derivatives with the arylidene derivatives of malononitrile and ethyl cyanoacetate.The crystal structure of 2-amino-7,7-dimethyl-4-(3-fl