7527-40-4

Upstream product

• 120-80-9 benzene-1,2-diol 
• 98-86-2 acetophenone 
• 536-74-3 phenylacetylene 
• 1180679-01-9 C₁₄H₁₂O₂Se 

Downstream Products

• 75104-64-2 5-acetoxy-2-methyl-2-phenyl-1,3-benzodioxole 
• 75080-58-9 2-methyl-2-phenyl-1,3-benzodioxol-5-ol 

Relevant academic research and scientific papers

Vinyl selenones: Annulation agents for the synthesis of six-membered benzo-1,4-heterocyclic compounds

A novel and general approach to six-membered bicyclic benzo fused 1,4-heterocycles is described. The addition-cyclization cascade of benzo 1,2-diols, 1,2-thiols and 2-(benzylamino)phenols with stable and easily available vinyl selenones affords differently substituted 2,3-dihydro-1,4- benzodioxines, benzodithiines and 3,4-dihydro-2H-1,4-benzoxazines in good yields. The same procedure has been extended to the synthesis of 1,2,3,4-tetrahydroquinoxalines. All of these heterocycles are present in a variety of biologically active compounds.

Microwave-assisted synthesis of 1,3-benzodioxole derivatives from catechol and ketones or aldehydes

An efficient synthetic procedure for the preparation of a diverse library of 1,3-benzodioxoles was developed by applying controlled microwave heating in comparison with currently available conventional heating. Reactions were completed in less than 3 h. The isolation of product is simple, the isolated yields are good to excellent, and this method is applicable to large scale production.

Cu(II)-impregnated sulfated MCM-41: An efficient and convenient protocol for the synthesis of 1,3-benzodioxoles

An efficient synthesis of 1,3-benzodioxoles was achieved from catechol with different aldehydes and ketones using Cu(II) impregnated sulfated MCM-41 as an efficient and reusable catalyst. Copyright Taylor & Francis Group, LLC.

Ru3(CO)12-catalyzed reactions of catechols with alkynes: An atom-economic process for the synthesis of 2,2-disubstituted 1,3-benzodioxoles from the double addition of the O-H bond across a triple bond

(Chemical Equation Presented) Ru3(CO)12 has been found to be the efficient catalyst for the addition reactions of catechols with both terminal and internal alkynes to selectively afford 2,2-disubstituted 1,3-benzodioxoles in good to high yields. The formation of 2,2-substituted 1,3-benzodioxoles results from the tandem addition of two O-H bonds of catechols to alkyne's triple bond.

An efficient and convenient method for preparation of 2,2-disubstituted and 2-monosubstituted 1,3-benzodioxoles from ketones and aldehydes with catechol catalysed by zro2/so42-

The title compounds have been synthesised by reaction of catechol with ketones and aldehydes catalysed by ZrO2/SO42- solid superacid in high yields. Ketones gave better yields than aldehydes.

Montmorillonite clay catalysis. Part 14. A facile synthesis of 2-substituted and 2,2-disubstituted 1,3-benzodioxoles

A series of 2-substituted and 2,2-disubstituted 1,3-benzodioxoles have been synthesised by reaction of catechol and pyrogallol with corresponding aldehydes and ketones catalysed by montmorillonite KSF or K-10. The reactions are completed within 2.7-24 h to give satisfactory yields. Ketones give better yields than aldehydes, although highly sterically hindered ketones and diaryl ketones fail to react at all.

Synthesis of 2- and 2,2-Substituted 4,5-Benzo-1,3-dioxolanes

Pyrocatechol reacts with carbonyl compounds in the presence of phosphorus trichloride to give corresponding 2- and 2,2-substituted 4,5-benzo-1,3-dioxolanes in high yields.

Antioxidant benzodioxole compound

Novel antioxidant compounds for use in foodstuffs containing oils or fats are described which comprise benzodioxole compounds having the structure STR1 wherein R1 is a hydrogen atom or an alkyl group or an aryl group, R2 is an alkyl group or an aryl group, or R1 and R2 together form a cyclo alkyl group, and R3 is a hydrogen atom or an hydroxyl group.

An Improved Method for the Synthesis of 2,2-disubstituted and 2-Monosubstituted 1,3-Benzodioxoles

The reactions of catechol with ketones and aldehydes have been studied and convenient procedures have been developed for the preparation of the title compounds in high yields.These products undergo virtually quantitative nitration at position 5, thus providing a source of derivatives substituted in the benzene ring.