57269-96-2

Upstream product

• 119-65-3 isoquinoline 
• 536-38-9 4-chlorobenzoylmethyl bromide 

Downstream Products

• 72666-44-5 2-(4-Chloro-phenyl)-6-(4-methoxy-phenyl)-4-phenyl-pyridine 
• 72666-45-6 4-Benzo[1,3]dioxol-5-yl-2,6-bis-(4-chloro-phenyl)-pyridine 
• 84801-89-8 diethyl 3-(4-chlorobenzoyl)benzo[g]indolizine-1,2-dicarboxylate 

Relevant academic research and scientific papers

DABCO-catalyzed multi-component domino reactions for the one-pot efficient synthesis of diverse and densely functionalized benzofurans in water

An efficient, three-component strategy for the improved synthesis of a pharmaceutically interesting diverse kind of multi-functionalized benzofurans via one-pot two-step domino protocol with high diastereoselectivity in excellent yields has been established. The synthesis was achieved by reacting phenacyl bromides, N-heterocycles, aromatic aldehydes, and cyclic 1,3-dicarbonyl compounds in the presence of a catalytic amount of DABCO (1,4-diazabicyclo[2.2.2]octane) as an inexpensive, impressive, and readily available catalyst in water under reflux. In this process in total three new bonds (two C–C and one C–O) form in one pot. Short reaction time, excellent yields, no chromatographic purification, and evasion of environmentally hazardous or toxic catalysts and organic solvents in the entire reaction process may make this protocol very useful for academia and industry.

Choline hydroxide as an efficient catalyst for the diastereoselective synthesis of trans-2,3-dihydrofuro[3,2-c]coumarins in an aqueous medium

A one-pot, three-component condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl]isoquinolinium bromide with 4-hydroxycoumarin and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in refluxing water gave trans-2-(4-chlorobenzoyl)-3-(aryl)-2,3-dihydro-4H-furo[3,2-c]chromen-4-ones in excellent yields and with short reaction times.

A clean, simple and efficient synthesis of trans-[3-(aryl)-2,3-dihydrofuro[3,2-h] quinolin-2-yl]-(4-chlorophenyl)methanones

We report a green and efficient method for the synthesis of trans-[3-(aryl)-2,3-dihydrofuro[3,2-h]quinolin-2-yl]-(4-chlorophenyl) methanones from the condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 8-hydroxyquinoline and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in water at reflux conditions. This new protocol employing choline hydroxide, which is a green and inexpensive catalyst, offers advantages such as mild reaction conditions, short reaction time, high yields and does not involve any hazardous solvent. Therefore, this procedure can be classified as green chemistry.

Green synthesis of trans-2-(4-chlorobenzoyl)-5-hydroxy-3-(aryl)-2,3-dihydrobenzofuran-4,7-diones

A green and efficient synthesis of trans-2-(4-chlorobenzoyl)-5-hydroxy-3-(aryl)-2,3-dihydrobenzofuran-4,7-diones has been achieved in excellent yield via a three-component one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 2,5-dihydroxy-1,4-benzoquinone and aromatic aldehydes in the presence of catalytic amounts of choline hydroxide in water under reflux conditions. The salient features of this protocol are the short reaction time, the high yields and it does not involve any hazardous organic solvent.

Synthesis of a series of novel 2,3-dihydrofuranonaphthoquinone derivatives

A green and highly efficient synthesis of 12 novel trans-2-(4-chlorobenzoyl)-3-aryl-2,3-dihydronaphtho[2,3-b]furan-4,9-diones has been achieved via a three-component, one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 2-hydroxy-1,4-naphthoquinone and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in water under reflux conditions. The advantages of this method are a short reaction time, high yields and the avoidance of any hazardous organic solvent. Therefore, this procedure can be classified as green chemistry.

DABCO as an efficient catalyst for the diastereoselective synthesis of trans-(4-chlorophenyl)-7-aryl-6,7-dihydro-[1,3]dioxolo[4,5-f]benzofuran-6-yl) methanone in an aqueous medium

A three-component one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with benzo[1,3]dioxol-5-ol and an aromatic aldehyde in the presence of catalytic amounts of 1,4-diaza-bicyclo[2.2.2]octane (DABCO) in refluxing water gives trans-(4-chlorophenyl)-7-aryl-6,7-dihydro-[1,3]dioxolo[4,5-f]benzofuran-6-yl)methanone in excellent yield and in short time.

Synthesis of trans-6-(4-chlorobenzoyl)-7-(aryl)-1,3-dimethyl-6,7-dihydrofuro[3,2-d]pyrimidine-2,4-diones using choline hydroxide as an efficient catalyst in an aqueous medium

A green and efficient synthesis of the trans-6-(4-chlorobenzoyl)-7-(aryl)-1,3-dimethyl-6,7-dihydrofuro[3,2-d]pyrimidine-2,4-diones has been achieved via a three-component, one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 1,3-dimethylbarbituric acid and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in water under reflux conditions. This gives trans-6-(4-chlorobenzoyl)-7-(aryl)-1,3-dimethyl-6,7-dihydrofuro[3,2-d]pyrimidine-2,4-diones in excellent yield and in short reaction times.

Synthesis of a series of novel 2,3-dihydrofurano-γ-lactone derivatives using DABCO as catalyst in an aqueous medium

A one-pot, green and efficient synthesis of twelve trans-2-(4-chlorobenzoyl)-3-aryl-3,6-dihydrofuro[3,4-b]furan-4-ones has been achieved via a three-component condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with furan-2,4-dione and an araldehyde in the presence of catalytic amounts of 1,4-diaza-bicyclo[2.2.2]octane (DABCO) in water under reflux conditions.

1,2-Dicarbofunctionalization of Trifluoromethyl Alkenes with Pyridinium Salts via a Cycloaddition/Visible-Light-Enabled Fragmentation Cascade

Although trifluoromethyl alkenes have great synthetic potential, their 1,2-difunctionalization has been a challenge. In this Letter, we disclose the first 1,2-dicarbofunctionalization of trifluoromethyl alkenes with pyridinium salts via a cascade process

Unprecedented access to functionalized pyrrolo[2,1-a]isoquinolines from the domino reaction of isoquinolinium ylides and electrophilic benzannulated heterocycles

We have come across an unexpected reaction between electrophilic indoles and isoquinolinium methylides for accessing functionalized pyrrolo[2,1-a]isoquinolines. The reaction was found in general to yield the products in good yields. We also observed the f