Expedient stereoselective synthesis of trifluoromethylated pyranonaphthoquinones


Authors

  • Dang Thi Tuyet Anh
  • Hoang Thi Phuong
  • Vu Ngoc Doan
  • Pham The Chinh
  • Nguyen Thanh Ha
  • Nguyen Thi Thu Ha
  • Nguyen Hung Huy
  • Ngo Quoc Anh
  • Nguyen Van Tuyen
DOI: https://doi.org/10.15625/7619

Keywords:

Hydroxypyranonaphthoquinone, ammonium acetate

Abstract

Stereodefined and biologically relevant CF3-containing hydroxypyranonaphthoquinone carboxylates were prepared for the first time by a one-pot four-component condensation between 2-hydroxy-1,4-naphthoquinone, an aldehyde, ethyl 4,4,4-trifluoroacetoacetate and ammonium acetate. This transformation is presumed to proceed via aldol condensation/Mannich reaction followed by Michael addition and regio- and stereoselective 6-exo-trig cyclization, deamination and addition of water.

Keywords. Hydroxypyranonaphthoquinone, ammonium acetate.

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Published

01-12-2015

How to Cite

Tuyet Anh, D. T., Phuong, H. T., Doan, V. N., Chinh, P. T., Ha, N. T., Thu Ha, N. T., Huy, N. H., Anh, N. Q., & Tuyen, N. V. (2015). Expedient stereoselective synthesis of trifluoromethylated pyranonaphthoquinones. Vietnam Journal of Chemistry, 53(5), 595. https://doi.org/10.15625/7619

Issue

Vol. 53 No. 5 (2015)

Section

Articles