Citation: Rong-Kun Li, Quan-Li Yang, Yi Liu, Dong-Wei Li, Nian-Yu Huang, Ming-Guo Liu. A novel and green synthesis of indolone-N-amino acid derivatives via the Passerini three-component reactions in water[J]. Chinese Chemical Letters, ;2016, 27(03): 345-348. doi: 10.1016/j.cclet.2015.11.008 shu

A novel and green synthesis of indolone-N-amino acid derivatives via the Passerini three-component reactions in water

1.
Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, China

Corresponding author: Nian-Yu Huang,
Received Date: 15 September 2015
Available Online: 26 October 2015
Fund Project: The authors thank the financial support by the Natural Science Foundation of China (No.21272136) (No.21272136) Scientific Foundation from graduate school (2015PY089) (2015PY089)

A green Passerini three-component reaction of 2-(4-oxo-4,5,6,7-tetrahydro-1H-indol-1-yl)acetic acid with alkyl or aryl isocyanides and aldehydes was reported under aqueous conditions at 35℃ for 1 h, and 21 indolone-N-amino acid derivatives were prepared in high yields of 42%-99%. Their structures were characterized by IR, ESI-MS, NMR and elemental analysis, and the possible mechanisms have been also proposed. The highly efficient and eco-friendly method provides a facile access to a library of indolone-N-amino acid derivatives for future research on bioactivity screening.
- Passerini three-component reaction,
- Indolone-N-amino acid,
- Green synthesis,
- Heterocycles,
- Isocyanide
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