Synthesis of spiro-tetrahydrothiopyran-oxindoles by Michael–aldol cascade reactions: discovery of potential P53-MDM2 inhibitors with good antitumor activity
Literature Information
Shengzheng Wang, Shuqiang Chen, Zhongjie Guo, Shipeng He, Fan Zhang, Xueying Liu, Weiping Chen, Shengyong Zhang, Chunquan Sheng
Using proline as the catalyst, an organocatalytic Michael–aldol cascade reaction was developed for the synthesis of spiro-tetrahydrothiopyran oxindoles. The highly functionalized scaffold was assembled in moderate to good yields (51–78%) and excellent diastereoselectivities (>20 : 1 dr). Interestingly, the oxindoles displayed moderate to good in vitro antitumor activities and were validated as p53-MDM2 inhibitors, which represented promising lead compounds for antitumor drug discovery.
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amine structure [(2-chlorophenyl)methyl](ethyl)amine structure](https://static.chemtradehub.com/structs/629/62924-61-2-0728.webp)