In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Selective mono N-methylation of anilines with methanol catalyzed by rhenium complexes: An experimental and theoretical study, published in 2018-10-31, which mentions a compound: 1086138-36-4, mainly applied to aniline methanol rhenium complex catalyst selective monomethylation; methylaniline preparation, Recommanded Product: Bis(2-(Di(adamantan-1-yl)phosphino)ethyl)amine.
The selective mono-N-methylation of anilines using methanol as an alkylating reagent was achieved with high efficiency under the catalysis of well-defined rhenium complexes bearing tridentate diphosphinoamino ligands and in the presence of a base. The reaction proceeds well for a large scope of anilines (32 examples) with low loadings of both the catalyst (down to 0.5 mol%) and the base (Cs2CO3, down to 5 mol%). The mechanism of the reaction was investigated by DFT (PBE0-D3) calculations
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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem