Wang, Feilong’s team published research in Organic Chemistry Frontiers in 9 | CAS: 118-90-1

Organic Chemistry Frontiers published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C5H5F3O2, COA of Formula: C8H8O2.

Wang, Feilong published the artcileDecarboxylative amination of benzoic acids bearing electron-donating substituents and nonactivated amines, COA of Formula: C8H8O2, the publication is Organic Chemistry Frontiers (2022), 9(12), 3281-3292, database is CAplus.

A highly desirable and straightforward decarboxylative amination of readily available benzoic acids, with the long-inaccessible extension of decarboxylative amination to normally poorly reactive electron-rich benzoic acids and non-activated amines for synthesis of anilines RNR1R2 [R = 2-MeOC6H4, 2,6-di-MeC6H3, 2-methoxy-3-pyridyl, etc.; R1 = H, Me; R2 = Ph, Bn, 2-naphthyl, etc.; R1R2 = CH2CH2OCH2CH2] in moderate to high yields with excellent functional-group tolerance was reported. This aniline synthesis was applicable to a wide range of aryl/alkyl/heterocyclic amines under oxidant-free conditions, preventing adverse reactions compared to traditional methods. It also provided decarboxylative C-N modifications of complex bioactive nitrogen-bearing mols. to highlight the synthetic utility of this protocol. The theor. calculation had supported that this decarboxylative amination might proceeded via a concerted decarboxylation-iodination-type process to afford aryl iodine intermediates, which promoted a palladium-catalyzed C-N cross-coupling pathway under mild conditions. Notably, this efficient reaction featured a fine choice of the same base/solvent system to successfully achieve two independent reactions in a one-pot continuous operation process. This strategy provided a method for previously inaccessible decarboxylative amination of benzoic acids bearing electron-donating substituents, as a new alternative to the existing decarboxylative oxidative couplings.

Organic Chemistry Frontiers published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C5H5F3O2, COA of Formula: C8H8O2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia