7449-76-5Relevant articles and documents
I2/Aqueous TBHP-Catalyzed Coupling of Amides with Methylarenes/Aldehydes/Alcohols: Metal-Free Synthesis of Imides
Aruri, Hariprasad,Singh, Umed,Kumar, Sanjay,Kushwaha, Manoj,Gupta, Ajai Prakash,Vishwakarma, Ram A.,Singh, Parvinder Pal
supporting information, p. 3638 - 3641 (2016/08/16)
We present a metal-free method for the synthesis of imides by the direct coupling of NH-amides with methylarenes under iodine/aqueous TBHP conditions. The optimized conditions worked very well with benzaldehydes and benzyl alcohol and furnished the corresponding imides in good to excellent yields. A series of control and radical scavenger experiments were also performed, which suggested the involvement of radical pathways. The labeling experiment in the presence of 18O-labeled H2O suggested water as a source of oxygen in the imides.
Fe-Catalysed oxidative C-H/N-H coupling between aldehydes and simple amides
Wang, Jing,Liu, Chao,Yuan, Jiwen,Lei, Aiwen
supporting information, p. 4736 - 4739 (2014/05/06)
A novel oxidative coupling of aldehydes with simple amides, most likely involving a radical process, was achieved through the use of an iron catalyst. Various amides were utilized as substrates to easily construct imides by coupling with aldehydes. A catalytic cycle involving the benzoyl halide intermediate is proposed based on our experimental results. This journal is the Partner Organisations 2014.
Acyl iodides in organic synthesis. Reaction of acyl iodides with N,N-dimethyl carboxylic acid amides
Voronkov,Tsyrendorzhieva,Rakhlin
experimental part, p. 1476 - 1478 (2011/03/18)
Acyl iodides RCOI (R = Me, Ph) reacted with N,N-dimethylformamide and N,N-dimethylacetamide Me2NC(=O)R' (R' = H, Me) along two concurrent pathways involving transacylation and cleavage of the Me-N bond. The first pathway leads to the formation of acyl group exchange products, and the second, to the corresponding imides R'CON(Me)COR.
