Visible-light-promoted oxidative decarboxylation of arylacetic acids in air: Metal-free synthesis of aldehydes and ketones at room temperature

• Published in: Chinese chemical letters Vol. 31; no. 7; pp. 1863 - 1867
• Main Authors: He, Shuaiqi, Chen, Xiaolan, Zeng, Fanlin, Lu, Peipei, Peng, Yuyu, Qu, Lingbo, Yu, Bing
• Format: Journal Article
• Language: English
• Published: NEW YORK Elsevier B.V 01.07.2020; Elsevier; Henan Nonferrous Metals Geological Exploration Institute, Zhengzhou 450052, China; College of Chemistry, Zhengzhou University, Zhengzhou 450001 China%Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, Changsha University of Science and Technology,Changsha 410114, China%College of Chemistry, Zhengzhou University, Zhengzhou 450001 China
• Subjects: 4CzIPN; Arylacetic acids; Chemistry; Chemistry, Multidisciplinary; Decarboxylation; Metal-free; Photocatalysis; Physical Sciences; Science & Technology; 4CzIPN; Metal-free; Decarboxylation; Photocatalysis; Arylacetic acids; PALLADIUM; PHOSPHORYLATION; ACYLATION; BENZYLATION; CATALYST; ALCOHOLS; PHENYLACETIC ACIDS; AEROBIC OXIDATION; ARYLHYDRAZINES; CARBOXYLIC-ACIDS
• ISSN: 1001-8417; 1878-5964
• DOI: 10.1016/j.cclet.2019.12.031

A metal-free 4CzIPN-catalyzed oxidative decarboxylation reaction of arylacetic acids to aromatic aldehydes and ketones was developed at room temperature with air as oxidant under blue-light irradiation. [Display omitted] A metal-free photocatalytic oxidative decarboxylation reaction at room temperature was developed for the synthesis of aromatic aldehydes and ketones from the corresponding arylacetic acids. The reaction was realized under blue-light irradiation by adding 1 mol% of 4CzIPN as photocatalyst and air as oxidant. This reaction represents a novel decarboxylation of a sp3-hybridized carboxylic acids without traditional heating, additional oxidants, and metal reagents under mild conditions.