25563-13-7

Upstream product

• 593-56-6 N-methoxylamine hydrochloride 
• 3535-37-3 3,4-dimethoxybenzoic acid chloride 
• 93-07-2 Veratric acid 

Downstream Products

• 2150-38-1 methyl 3,4-dimethoxybenzoate 
• 93-07-2 Veratric acid 
• 55542-79-5 6,7-dimethoxy-3,4-diphenyl-1H-isochromen-1-one 
• 1444611-67-9 4-butyl-6,7-dimethoxy-3-phenylisoquinolin-1(2H)-one 
• 1444611-68-0 3-butyl-6,7-dimethoxy-4-phenylisoquinolin-1(2H)-one 
• 1404499-96-2 6,7-dimethoxy-3,4-diphenylisoquinolin-1(2H)-one 
• 1638642-73-5 C₂₅H₂₀F₃NO₄ 
• 1638642-70-2 2,6,7-trimethoxy-3,4-diphenylisoquinolin-1(2H)-one 
• 1638642-78-0 2,6,7-trimethoxy-4-(4-methoxyphenyl)-3-phenylisoquinolin-1(2H)-one 
• 1638642-75-7 3-(4-fluorophenyl)-2,6,7-trimethoxy-4-phenylisoquinolin-1(2H)-one 
• 1638642-71-3 2,6,7-trimethoxy-3,4-di-p-tolylisoquinolin-1(2H)-one 
• 1202932-78-2 N,2,4,5-tetramethoxybenzamide 

Relevant academic research and scientific papers

Pd(II)-catalyzed annulation reactions of epoxides with benzamides to synthesize isoquinolones

Epoxides as alkylating reagents are unprecedentedly applied in Pd(II)-catalyzed C?H alkylation and oxidative annulation of substituted benzamides to synthesize isoquinolones rather than isochromans, which is accomplished through alerting the previously reported reaction mechanism by the addition of oxidant and TEA. Under these conditions, various isoquinolones have been prepared with yields up to 92%. In addition, this methodology has been successfully employed in the total syntheses of rupreschstyril, siamine, and cassiarin A in an expedient fashion.

Harnessing hypervalent iodonium ylides as carbene precursors: C-H activation of: N -methoxybenzamides with a Rh(iii)-catalyst

Hypervalent iodonium ylides expeditiously generate carbenes which undergo domino intermolecular C-H activation followed by intramolecular condensation in the presence of N-methoxybenzamide as a starting material and a Rh(iii)-catalyst to afford dihydrophenanthridines. KIE studies and DFT calculations were performed to substantiate the mechanistic pathway. To extend the synthetic utilisation, fluorescent pyranoisocoumarins were achieved by using Rh(iii)-catalyzed peri-C-H/O-H activation/annulation reactions.

Selective mono-alkylation of N-methoxybenzamides

We report our latest discovery of norbornene derivative modulated highly mono-selective ortho-C-H activation alkylation reactions on arenes bearing simple mono-dentate coordinating groups. The reaction features the use of readily available benzamides and alkyl halides. During the study, we prepared 30 mono-alkylated aryl amides in good yields with good mono-selectivity. We have also demonstrated that structurally rigid alkenes such as norbornene and its derivatives are a good class of ligand and could be used for future direct C-H functionalizations. The utilization of norbornene type ligands for assistance in C-H activation processes has opened a new window for future molecular design using direct C-H functionalization strategies.

Palladium-Nanoparticles-Catalyzed Oxidative Annulation of Benzamides with Alkynes for the Synthesis of Isoquinolones

A novel method to synthesize isoquinolones via oxidative annulation of N-alkoxy benzamides and alkynes using binaphthyl-stabilized palladium nanoparticles (Pd-BNP) as catalyst has been developed. This methodology affords various isoquinolone derivatives in good to excellent yields with high regioselectivities in the presence of air as oxidant. N-Methoxybenzothioamide was also found to undergo oxidative annulation with alkyne successfully and provided a sulfur analogue of isoquinolones in moderate yields. The Pd-BNP catalyst was easily recovered and reused up to four times without any apparent agglomeration. (Figure presented.).

Rhodium(iii)-catalyzed C-H/C-C activation sequence: Vinylcyclopropanes as versatile synthons in direct C-H allylation reactions

Succession of C-H activation and C-C activation was achieved by using a single rhodium(iii) catalyst. Vinylcyclopropanes were used as versatile coupling partners. Mechanistic studies suggest that the olefin insertion step is rate-determining and a facile β-carbon elimination is involved, which represents a novel ring opening mode of vinylcyclopropanes. This journal is

Mild rhodium(III)-catalyzed C-H allylation with 4-vinyl-1,3-dioxolan-2-ones: Direct and stereoselective synthesis of (E)-allylic alcohols

A rhodium(III)-catalyzed C-H direct allylation reaction with 4-vinyl-1,3-dioxolan-2-ones has been developed. The reaction provides a facile and stereoselective access to substituted-(E)-allylic alcohols under mild and redox-neutral reaction conditions. Olefinic C-H activation is applicable, giving multifunctionalized skipped dienes in good yields. Minimal double-bond migration was observed.

New heteroannulation reactions of N-Alkoxybenzamides by Pd(II) Catalyzed C-H activation

A new palladium(II) catalyzed methodology for the direct synthesis of alkylidene isoindolinones from N-alkoxybenzamides is presented. Isoindolinone formation proceeds through a highly efficient and E-selective C-H activation/Heck/Aza-Wacker sequence. Subs

One-pot formation of C-C and C-N bonds through palladium-catalyzed dual C-H activation: Synthesis of phenanthridinones

Two cycles in one pot! The synthesis of biologically important phenanthridinones has been achieved by the one-pot formation of C-C and C-N bonds through a palladium-catalyzed dual C-H activation, which involves four bond ruptures and two bond formations (see scheme). The conversion of phenanthridinones into natural product like derivatives further demonstrates the utility of this synthetic achievement.

Synthesis of isoindolinones via palladium-catalyzed C-H activation of N-methoxybenzamides

The synthesis of isoindolinones from N-methoxybenzamides and alkenes has been achieved by Pd-catalyzed ortho sp2 C-H activation and intramolecular oxidative amidation, which involve the cleavage of four bonds and formation of two bonds.