1609385-95-6Relevant academic research and scientific papers
Facile creation of 3-Substituted-3-Hydroxy-2-Oxindoles by arginine-catalyzed aldol reactions of α,β-unsaturated ketones with isatins
Yan, Tingting,Wang, Xiaoyan,Sun, Hongbao,Liu, Jie,Xie, Yongmei
, p. 14505 - 14518 (2014/01/17)
An efficient approach for the synthesis of 3-substituted-3-hydroxy-2- oxindoles has been achieved via an aldol reaction of α,β-unsaturated ketones and isatins using arginine as an organocatalyst. A range of 3-substituted-3-hydroxy-2-oxindoles were obtained in moderate to high (up to 99%) yields. These 3-substituted-3-hydroxy-2-oxindoles with an additional enone moiety provide an opportunity for further elaboration of the products and for potentially interesting biological activities. In addition, the formation of 3-substituted- 3-hydroxy-2-oxindole 3a was confirmed by X-ray crystallography. The possible reaction mechanism reveals that the reaction proceeds via a double action process.
