489395-97-3

Upstream product

• 120-57-0 piperonal 
• 495-76-1 piperonol 
• 108-86-1 bromobenzene 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 1569315-54-3 6-methyl-6-phenyl-6H-[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-g]chromene 
• 98-86-2 acetophenone 
• 1569316-47-7 (6-bromobenzo[d][1,3]dioxol-5-yl)(phenyl)methanone 
• 1569315-99-6 1-(6-bromo-1,3-benzodioxol-5-yl)-1-phenylethanol 
• 489395-99-5 1-acetoxy-4-{benzyl-[3-(6-bromo-3,4-methylenedioxy-phenyl)-2-methoxycarbonyl-3-phenyl-propionyl]amino}-(Z)-but-2-ene 
• 489395-98-4 bromo-(6-bromo-3,4-methylenedioxy-phenyl)-phenylmethane 

Relevant academic research and scientific papers

Copper-catalyzed aerobic double functionalization of benzylic C(sp3)-H bonds for the synthesis of 3-hydroxyisoindolinones

A copper-catalyzed aerobic 3-hydroxyisoindolinone synthesis was developed via the benzylic double C(sp3)-H functionalization of 2-alkylbenzamides. In this reaction, molecular oxygen was used as both an oxidant for C(sp3)-H functionalization and an oxygen source. Our method can be extended to diverse benzylic C(sp3)-H bonds and shows excellent functional group tolerance. This journal is

Palladium(II)-catalyzed Intermolecular Cascade Cyclization of Methylenecyclopropanes with Aromatic Alkynes: Construction of Spirocyclic Compounds Containing Indene and 1,2-Dihydronaphthalene Moieties

A palladium(II)-catalyzed intermolecular cascade cyclization of methylenecyclopropanes with aromatic alkynes is reported in this paper. The reaction involves a migratory insertion of alkyne, an intramolecular Heck-type reaction, and β-H elimination, providing a series of spirocyclic compounds containing indene and 1,2-dihydronaphthalene moieties in moderate to excellent yields upon heating.

Substitution controlled functionalization of ortho -bromobenzylic alcohols via palladium catalysis: Synthesis of chromenes and indenols

An efficient domino Pd-catalyzed transformation of simple ortho-bromobenzyl tertiary alcohols to chromenes is presented. Their formation is believed to proceed via the formation of a five-membered palladacycle, which, in turn, involves in an intermolecular homocoupling with the second ortho- bromobenzyltertiary alcohol to yield the homo-biaryl bond followed by intramolecular C-O bond formation. Interestingly, when there is an allylic substituent on the benzylic carbon atom, a chemoselective switch was observed, which preferred intramolecular Heck coupling and gave indenols. Further, it has been confirmed that the tertiary alcohol functionality is indispensible to give the coupled products, whereas the use of primary/secondary benzylic alcohols furnished the simple carbonyl products via a possible reductive debromination followed by oxidation due to the availability of β-hydrogen(s).

An epiisopicropodophyllin aza analogue via palladium-catalyzed pseudo-domino cyclization

A new aza analogue of epiisopicropodophyllin (the C-3 epimer of podophyllotoxin) has been synthesized exploiting two original strategic steps. Rings A/B and E are entered at an early stage via a cationic benzhydrylation process. A palladium-catalyzed pseudo-domino (Pd-PDOM) intramolecular process generates rings C/D in a single synthetic operation.