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Approach to 2′-(Dialkylamino)-1-alkyl-4′H-spiro[indoline-3,5′- oxazole]-2,4′-diones and 1,3-Oxazin-4-ones via Cyclization of Vilsmeier Salts with α-Hydroxy and β-Carbonyl Amides

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Abstract

A straightforward and efficient synthetic method of 2′-(dialkylamino)-1-alkyl-4′H-spiro[indoline-3,5′- oxazole]-2,4′-diones and 2-(dialkylamino)-5,6-dihydro-4H-naphtho[2,1-e][1,3]oxazin-4-one derivatives have been developed from α-hydroxy and β-carbonyl amides and various Vilsmeier salts. A wide range of heterocyclic compounds were obtained in excellent yields(up to 97%), which will provide promising candidates for chemical biology and drug discovery.

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Authors and Affiliations

  1. Department of Organic Chemistry, College of Chemistry, Jilin University, Changchun, 130012, P. R. China

    Jianan Dai, Bengen Liu, Zhonglin Wei, Jungang Cao, Dapeng Liang, Haifeng Duan & Yingjie Lin

Authors
  1. Jianan Dai
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  2. Bengen Liu
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  3. Zhonglin Wei
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  4. Jungang Cao
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  5. Dapeng Liang
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  6. Haifeng Duan
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  7. Yingjie Lin
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Corresponding authors

Correspondence to Haifeng Duan or Yingjie Lin.

Additional information

Supported by the National Natural Science Foundation of China(No.51373067).

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40242_2019_8307_MOESM1_ESM.pdf

Approach to 2′-(Dialkylamino)-1-alkyl-4′H-spiro[indoline-3,5′- oxazole]-2,4′-diones and 1,3-Oxazin-4-ones via Cyclization of Vilsmeier Salts with α-Hydroxy and β-Carbonyl Amides

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Dai, J., Liu, B., Wei, Z. et al. Approach to 2′-(Dialkylamino)-1-alkyl-4′H-spiro[indoline-3,5′- oxazole]-2,4′-diones and 1,3-Oxazin-4-ones via Cyclization of Vilsmeier Salts with α-Hydroxy and β-Carbonyl Amides. Chem. Res. Chin. Univ. 35, 216–220 (2019). https://doi.org/10.1007/s40242-019-8307-2

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  • DOI: https://doi.org/10.1007/s40242-019-8307-2

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