81964-71-8Relevant academic research and scientific papers
Selective C?N Bond Cleavage of N-Acylisatins: Towards High Performance Acylation/Arylation/Transamination Reagents
Xiong, Li,Deng, Rong,Liu, Tingting,Luo, Zhongfeng,Wang, Zijia,Zhu, Xiao-Feng,Wang, Hui,Zeng, Zhuo
, p. 5383 - 5391 (2019)
New multipurpose arylation/acylation/transamination reagents, N-acylisatins, have been developed by selective ‘inside-outside’ C?N bond cleavage under different catalytic conditions. As activated amides, N-acylisatins undergo Rh-catalyzed C?H arylation and Pd-catalyzed acylation by cleavage outside the C?N bond, and the desired biaryls and diaryl ketones were obtained in good to excellent yields. Generally, the combination of N-acylisatins with amines leads to a ring-opening reaction and formation of transamination products in a predictable manner through inside C?N bond cleavage. Interestingly, treatment of N-acylisatins with amines lead to unexpected outer-ring transamination products when CsF is added, which shows that CsF can favor the outside C?N bond cleavage path. Notably, this work presents a new strategy for multiple chemical transformations of a single amide to achieve various products by selective C?N bond cleavage. (Figure presented.).
o-Acetylaminophenylglyoxylic acid anil and its derivatives
Shirokii,Zelenin
, p. 244 - 250 (2007/10/03)
1-Acetyl- and 1-benzoyl-2- and -3-phenyliminooxoindolines were synthesized. o-(Acetylamino)-phenylglyoxylic acid anil was prepared from 1-acetyl-3-phenylimino-2-oxoindoline. More stable o-(acetylamino)phenylglyoxylanilide anil can be prepared not only from o-(acetylamino)phenylglyoxylanilide but also from an ester or chloride of o-(acetylamino)phenylglyoxylic acid anil. o-(Acetylamino)phenylglyoxylothiosemicarbazide was prepared from o-(acetylamino)phenylglyoxylic acid anil and from the corresponding anilide.
