The Ritter-type amination of a tertiary C-H bond using iodic acid (HIO) as an oxidant, in the presence of N-hydroxyphthalimide (NHPI) is reported. This operationally simple method is conducted under metal-free conditions, is scalable, and efficiently provides valuable α-tertiary amine derivatives.
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http://dx.doi.org/10.1039/c6cc07164c | DOI Listing |
J Colloid Interface Sci
February 2025
Advanced Catalytic Engineering Research Center of the Ministry of Education, State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, PR China; College of Chemistry and Chemical Engineering, Central South University of Forestry and Technology, Changsha 410004, PR China. Electronic address:
Org Biomol Chem
September 2024
School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou 510006, China.
With the development of organic electrochemical synthesis, a series of notable achievements have been made in electrochemical Ritter amination reactions, which have enriched the methods available for constructing C-N bonds. In this review, electrochemical Ritter amination reactions are introduced based on the classification of reaction substrates, including olefins, aromatics, alkylbenzenes, and the less reported carboxylic acids, ketones, sulfides, and alkanes. The application of electrochemical technology to Ritter reactions has improved the harsh conditions of the traditional reactions, and extended the substrate scope and the structural diversity of the products.
View Article and Find Full Text PDFChem Commun (Camb)
March 2024
School of Pharmaceutical Science, Hengyang Medical School, University of South China, Hengyang, Hunan, 421001, China.
A photoredox-catalyzed unsymmetrical diamination of alkenes by using -aminopyridinium salts and nitriles as the amination reagents has been developed. Various vicinal diamines were obtained in moderate to excellent yields under mild reaction conditions. Furthermore, this protocol could be applied in the late-stage modification of pharmaceuticals and natural products.
View Article and Find Full Text PDFJ Org Chem
July 2023
College of Chemistry, Sichuan University, Wangjiang Road 29, Chengdu, Sichuan 610064, China.
A straightforward strategy for direct benzylic C-H bond amination an electrochemical Ritter-type reaction is developed. The reaction demonstrates simpler and milder reaction conditions over the existing methods without extra mediator. Moderate to excellent yields up to 94% of the desired amide products were obtained with a broad substrate scope.
View Article and Find Full Text PDFOrg Biomol Chem
November 2022
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, China.
A metal-free photocatalytic Ritter-type C-H amination of unactivated sp carbons using molecular oxygen as a terminal oxidant has been developed. By employing a co-catalytic system of 3-dichloro-4,5-dicyano-1,4-benzoquinone (DDQ) and -butyl nitrite (TBN), this novel strategy provides a low cost, sustainable and scalable way to synthesise a broad range of secondary amides in moderate to excellent yields under mild conditions.
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