I2/Aqueous TBHP-Catalyzed Coupling of Amides with Methylarenes/Aldehydes/Alcohols: Metal-Free Synthesis of Imides
Hariprasad Aruri, Umed Singh, Sanjay Kumar, Manoj Kushwaha, Ajai Prakash Gupta, Ram A. Vishwakarma and Parvinder Pal Singh*
*Medicinal Chemistry Division and §Quality Control and
Quality Assurance, CSIR-Indian Institute of Integrative Medicine, Canal Road,
Jammu 180001, India, Email: ppsingh
iiim.ac.in
H. Aruri, U. Singh, S. Kumar, M. Kushwaha, A. P. Gupta, R. A. Vishwakarma, P. P. Singh, Org. Lett., 2016, 18, 3638-3641.
DOI: 10.1021/acs.orglett.6b01684
see article for more reactions
Abstract
A direct coupling of NH-amides with methylarenes under iodine/aqueous TBHP conditions enables a metal-free synthesis of imides. The optimized conditions worked also very well with benzaldehydes and benzyl alcohol and furnished the corresponding imides in good to excellent yields.
see article for more examples
Key Words
imides (C-N coupling, oxidation), TBHP
ID: J54-Y2016
