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Green synthesis of new pyrrolidine-fused spirooxindoles via three-component domino reaction in EtOH/H₂O
- Wang, Yong-Chao, Wang, Jun-Liang, Burgess, Kevin S., Zhang, Jiang-Wei, Zheng, Qiu-Mei, Pu, Ya-Dan, Yan, Li-Jun, Chen, Xue-Bing
- RSC advances 2018 v.8 no.11 pp. 5702-5713
- ambient temperature, amino acids, bioassays, chromatography, medical treatment, solvents, toxicity
- An efficient, green and sustainable approach for the synthesis of novel polycyclic pyrrolidine-fused spirooxindole compounds was developed. The synthesis included a one-pot, three-component, domino reaction of (E)-3-(2-nitrovinyl)-indoles, isatins and chiral polycyclic α-amino acids under catalyst-free conditions at room temperature in EtOH–H₂O. The salient features of this methodology are eco-friendliness, high yields and the ease of obtaining target compounds without the involvement of toxic solvents and column chromatography. These novel polycyclic pyrrolidine-fused spirooxindoles provide a collection of structurally diverse compounds that show promise for future bioassays and medical treatments.