1261861-86-2

Upstream product

• 457051-12-6 4-bromo-2-(bromomethyl)-benzonitrile 
• 67832-11-5 4-bromo-2-methylbenzonitrile 
• 1464157-79-6 (4-bromo-2-(hydroxymethyl)phenyl)(morpholino)methanone 
• 64169-34-2 5-bromophthalide 
• 78471-43-9 methyl 4-bromo-2-(bromomethyl)benzoate 

Downstream Products

• 1418202-50-2 7-bromo-2-phenyl-1,2-dihydrophthalazine 
• 13271-75-5 Trimethyl(5-methyl-2-furyl)silane 

Relevant academic research and scientific papers

Enantiodivergent One-Pot Synthesis of Axially Chiral Biaryls Using Organocatalyst-Mediated Enantioselective Domino Reaction and Central-to-Axial Chirality Conversion

Enantiodivergent one-pot synthesis of biaryls was developed using a catalytic amount of a single chiral source. A domino organocatalyst-mediated enantioselective Michael reaction and aldol condensation provided centrally chiral dihydronaphthalenes with excellent enantioselectivity, from which an enantiodivergent chirality conversion from central-to-axial chirality was achieved. Both enantiomers of biaryls were obtained with excellent enantioselectivity. All transformations can be conducted in a single reaction vessel. A plausible reaction mechanism for the enantiodivergence is proposed.

Palladium-Catalyzed Tandem Carbonylative Diels-Alder Reaction for Construction of Bridged Polycyclic Skeletons

A palladium-catalyzed tandem carbonylative lactonization and Diels-Alder cycloaddition reaction between aldehyde-tethered benzylhalides and alkenes has been developed. A range of alkenes and aldehyde-tethered benzylhalides bearing different substituents can be successfully transformed into the corresponding bridged polycyclic compounds in good yields. This strategy provides a unique approach to complex lactone-containing bridged polycyclic compounds.

An Intramolecular Cycloaddition Approach to the Kauranoid Family of Diterpene Metabolites

Synthetic studies toward the ent-kauranoid family of diterpene natural products are reported. An intramolecular (4 + 3) cycloaddition allows the direct elaboration of diverse natural product frameworks, encompassing a challenging bicyclo[3.2.1]octane core. The established routes comprise only a few synthetic operations (3-5 steps), transforming a range of simple starting materials into the tetracyclic scaffolds that are commonly found in many ent-kaurene metabolites.

Synthesis of 2-aryl-1,2-dihydrophthalazines via reaction of 2-(bromomethyl)benzaldehydes with arylhydrazines

The reaction of 2-(bromomethyl)benzaldehydes with arylhydrazines employing K2CO3 as a base and FeCl3 as a catalyst in CH3CN at 100 C delivers 2-aryl-1,2-dihydrophthalazines with yields ranging from 60 to 91%. The transformation is considered to proceed as an intermolecular condensation/intramolecular nucleophilic substitution.