MULTICOMPONENT DOMINO SYNTHESIS OF 2-(<i>tert</i>-BUTYL)-4<i>H</i>-PYRAN-3-CARBONITRILES AND THEIR PHOTOPHYSICAL PROPERTIES

Авторы

  • Jianqiang Wang Nanjing Tech University
  • Zheng Zhao Nanjing Tech University
  • Ziping Li Nanjing Tech University
  • Jingpeng Mao Nanjing Tech University
  • Wenhui Zhang Nanjing Tech University
  • Cheng Guo Nanjing Tech University

DOI:

https://doi.org/10.1007/4102

Ключевые слова:

4H-pyrans, domino reaction, microwave synthesis, multicomponent reaction, one-pot reaction, photophysical property.

Аннотация

A concise and efficient one-pot synthetic method toward functionalized pyrans has been developed. Multicomponent domino reaction proceeds by mixing aromatic aldehyde, pivaloylacetonitrile, and (E)-N-methyl-1-(methylthio)-2-nitroethen-1-amine in the presence of NH4OAc under microwave irradiation in ethanol. This method was used to synthesize 13 new compounds. The structures of the compounds were confirmed by 1H and 13C NMR, IR, and ESI-MS. The results of their photophysical properties tests show that these compounds have good fluorescence intensity with excitation at 300 nm  wavelength. They displayed good solubility and large Stokes shifts (mostly more than 120 nm) in methanol. DFT and TDDFT calculations of the optical properties have been made.

Биографии авторов

Jianqiang Wang, Nanjing Tech University

College of Chemistry and Molecular Engineering

Zheng Zhao, Nanjing Tech University

College of Chemistry and Molecular Engineering

Ziping Li, Nanjing Tech University

College of Chemistry and Molecular Engineering

Jingpeng Mao, Nanjing Tech University

College of Chemistry and Molecular Engineering

Wenhui Zhang, Nanjing Tech University

College of Chemistry and Molecular Engineering

Cheng Guo, Nanjing Tech University

College of Chemistry and Molecular Engineering

Опубликован

2018-02-16

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Раздел

Оригинальные статьи