60460-63-1

Upstream product

• 67-56-1 methanol 
• 103-67-3 benzyl-methyl-amine 
• 108-95-2 phenol 
• 110-89-4 piperidine 
• 17105-71-4 N-methyl-N-benzylformamide 
• 90-01-7 salicylic alcohol 
• 103-83-3 N,N'-dimethylbenzylamine 
• 98-80-6 phenylboronic acid 
• 13657-14-2 N-benzyl-1-methoxy-N-methylmethanamine 

Downstream Products

• 90-01-7 salicylic alcohol 

Relevant academic research and scientific papers

Photo-Induced ortho-C-H Borylation of Arenes through in Situ Generation of Rhodium(II) Ate Complexes

Photoinduced in situ "oxidation"of half-sandwich metal complexes to "high-valent"cationic metal complexes has been used to accelerate catalytic reactions. Here, we report the unprecedented photoinduced in situ "reduction"of half-sandwich metal [Rh(III)] complexes to "low-valent"anionic metal [Rh(II)] ate complexes, which facilitate ligand exchange with electron-deficient elements (diboron). This strategy was realized by using a functionalized cyclopentadienyl (CpA3) Rh(III) catalyst we developed, which enabled the basic group-directed room temperature ortho-C-H borylation of arenes.

Br?nsted acid catalysed chemo- andortho-selective aminomethylation of phenol

We have developed a Br?nsted acid catalysed highlyortho-selective functionalization of free phenols with readily availableN,O-acetals under mild conditions, furnishing various corresponding aminomethylated phenol products in moderate to excellent yields. The salient features of this transformation include mild conditions, good substrate scope, excellentortho-selectivity, high efficiency, and ease of further transformation.

Nickel Catalyzed Ipso-hydroxylation and Subsequent Cross Dehydrogenative Coupling of Arylboronic Acids with Tertiary Amines: A Facile Access to α-phenolated Tertiary Amines

A straightforward and new approach has been developed for the α-functionalization of tertiary amines via sequential oxidative hydoxylation and cross-dehydrogenative coupling (CDC) of arylboronic acids with tertiary amines to afford α-phenolated tertiary amines. The results demonstrate an easy arylation of C(sp3)?H bond in the presence of an inexpensive and readily available nickel metal salt. (Figure presented.).

GO-Cu7S4 catalyzed: Ortho -aminomethylation of phenol derivatives with N, N -dimethylbenzylamines: Site-selective oxidative CDC

Copper chalcogenide nanoparticles (Cu7S4) supported on graphene oxide (GO) have been synthesized for the first time from Cu2S, and used as highly efficient heterogeneous catalysts for oxidative ortho-selective C-H aminomethylation of phenols with N,N-dimethylbenzylamines. The NPs (30-80 nm) have been characterized by HRTEM, SEM-EDX, PXRD, FTIR, Raman, ICP-AES and XPS analyses. The NP catalyzed sp2-sp3 cross dehydrogenative coupling (CDC) features a broad substrate scope, excellent functional group tolerance, high yields, use of an inexpensive and reusable copper catalyst, mild conditions, and no need for pre-functionalization of substrates.

Ruthenium-Catalyzed Aminomethylation and Methylation of Phenol Derivatives Utilizing Methanol as the C1 Source

A reaction involving ortho-aminomethylation of phenol was developed via ruthenium-catalyzed dehydrogenation of methanol, an environmentally benign C1 building block, without the use of reactive reagents. The reaction was successfully applied to a range of substrates. When naphthol was employed instead of phenol, only methylation was observed. On the basis of various mechanistic studies, we propose that formamide barely participates in the reaction, which mainly occurs through an iminium cation intermediate. The difference in the reactivities of phenol and naphthol is attributable to stronger basicity of naphtholate as a conjugate base owing to its lower aromaticity. Plausible reaction pathways were proposed for both reactions. (Figure presented.).