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Synthesis and reactivity of 4-(trifluoromethyl)azetidin-2-ones

(2018) MONATSHEFTE FUR CHEMIE. 149(4). p.687-700
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Abstract
Because of the beneficial effect of a trifluoromethyl group on the biological properties of bioactive compounds on the one hand and the versatile synthetic potential of beta-lactams on the other hand, 4-CF3-beta-lactams comprises interesting entities for the preparation of a large variety of CF3-substituted nitrogen-containing target structures with promising biological characteristics. In this review, we present an overview of different building block approach-based routes toward the synthesis of 4-(trifluoromethyl)azetidin-2-ones and the application of the "beta-lactam synthon method" for the synthesis of a diverse set of (a)cyclic CF3-substituted molecules by means of ring-opening and ring-transformation reactions.
Keywords
Heterocycles, Strained molecules, Fluorine chemistry, Cyclizations, Ring opening, BETA-AMINO-ACID, BUILDING-BLOCKS, STAUDINGER REACTION, STEREOSELECTIVE-SYNTHESIS, TRIFLUOROMETHYL IMINE, MEDICINAL CHEMISTRY, AZIRIDINES, AZETIDINES, LACTAMS, KETONES

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Citation

Please use this url to cite or link to this publication:

MLA
Dao, Thi Hang, Tuyen Van Nguyen, and Matthias D’hooghe. “Synthesis and Reactivity of 4-(trifluoromethyl)azetidin-2-ones.” MONATSHEFTE FUR CHEMIE 149.4 (2018): 687–700. Print.
APA
Dao, T. H., Van Nguyen, T., & D’hooghe, M. (2018). Synthesis and reactivity of 4-(trifluoromethyl)azetidin-2-ones. MONATSHEFTE FUR CHEMIE, 149(4), 687–700. Presented at the 17th Blue Danube symposium on Heterocyclic Chemistry.
Chicago author-date
Dao, Thi Hang, Tuyen Van Nguyen, and Matthias D’hooghe. 2018. “Synthesis and Reactivity of 4-(trifluoromethyl)azetidin-2-ones.” Monatshefte Fur Chemie 149 (4): 687–700.
Chicago author-date (all authors)
Dao, Thi Hang, Tuyen Van Nguyen, and Matthias D’hooghe. 2018. “Synthesis and Reactivity of 4-(trifluoromethyl)azetidin-2-ones.” Monatshefte Fur Chemie 149 (4): 687–700.
Vancouver
1.
Dao TH, Van Nguyen T, D’hooghe M. Synthesis and reactivity of 4-(trifluoromethyl)azetidin-2-ones. MONATSHEFTE FUR CHEMIE. 2018;149(4):687–700.
IEEE
[1]
T. H. Dao, T. Van Nguyen, and M. D’hooghe, “Synthesis and reactivity of 4-(trifluoromethyl)azetidin-2-ones,” MONATSHEFTE FUR CHEMIE, vol. 149, no. 4, pp. 687–700, 2018.
@article{8544832,
  abstract     = {Because of the beneficial effect of a trifluoromethyl group on the biological properties of bioactive compounds on the one hand and the versatile synthetic potential of beta-lactams on the other hand, 4-CF3-beta-lactams comprises interesting entities for the preparation of a large variety of CF3-substituted nitrogen-containing target structures with promising biological characteristics. In this review, we present an overview of different building block approach-based routes toward the synthesis of 4-(trifluoromethyl)azetidin-2-ones and the application of the "beta-lactam synthon method" for the synthesis of a diverse set of (a)cyclic CF3-substituted molecules by means of ring-opening and ring-transformation reactions.},
  author       = {Dao, Thi Hang and Van Nguyen, Tuyen and D'hooghe, Matthias},
  issn         = {0026-9247},
  journal      = {MONATSHEFTE FUR CHEMIE},
  keywords     = {Heterocycles,Strained molecules,Fluorine chemistry,Cyclizations,Ring opening,BETA-AMINO-ACID,BUILDING-BLOCKS,STAUDINGER REACTION,STEREOSELECTIVE-SYNTHESIS,TRIFLUOROMETHYL IMINE,MEDICINAL CHEMISTRY,AZIRIDINES,AZETIDINES,LACTAMS,KETONES},
  language     = {eng},
  location     = {Linz, Austria},
  number       = {4},
  pages        = {687--700},
  title        = {Synthesis and reactivity of 4-(trifluoromethyl)azetidin-2-ones},
  url          = {http://dx.doi.org/10.1007/s00706-017-2134-2},
  volume       = {149},
  year         = {2018},
}

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