82125-93-7Relevant articles and documents
TBN-Catalyzed Dehydrative N-Alkylation of Anilines with 4-Hydroxybutan-2-one
Cheng, Wenchen,Deng, Shue,Jiang, Liya,Ren, Lanhui,Wang, Zicheng,Zhang, Jian,Song, Weiguo
supporting information, p. 7372 - 7377 (2019/11/28)
Until now, the substitution of alcohols by N-nucleophiles via TBN-catalyzed dehydrogenation was not known. Herein, we reported a TBN catalyzed dehydrative N-alkylation of anilines with 4-hydroxybutan-2-one in the presence of TEMPO, which was different from the TEMPO/TBN catalyzed oxidation reactions. A range of anilines reacted successfully with 4-hydroxybutan-2-one to generate the N-monoalkylation products in good yields. Mechanistic studies revealed that this reaction most possibly proceeded through aza-Michael addition. Water was the only by-product, making it more environmentally friendly. The gram-scale reactions verified the synthetic practicality of this protocol.
Palladium-catalyzed oxidative amination of homoallylic alcohols: Sequentially installing carbonyl and amino groups along an alkyl chain
Ouyang, Lu,Huang, Jiuzhong,Li, Jianxiao,Qi, Chaorong,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 10422 - 10425 (2017/09/25)
A novel Pd-catalyzed intermolecular cascade oxidative amination of homoallylic alcohols to yield β-amino ketones has been developed by using TBHP as the terminal oxidant. The synthetic utility of the reaction can be performed by installing the carbonyl an
Amphiphilic methyleneamino synthon through organic dye catalyzed- decarboxylative aminoalkylation
Chen, Li,Chao, Chin Sheng,Pan, Yuanhang,Dong, Sheng,Teo, Yew Chin,Wang, Jian,Tan, Choon-Hong
supporting information, p. 5922 - 5925 (2013/09/12)
The utilization of a photo-induced synthon generated from N-phenyl glycine by an organic dye and visible light irradiation is disclosed. The intermediate could be coupled with either a radical or a nucleophile in a simple operation to afford several natural product-like compounds.