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Zhao Q, Poisson T, Pannecoucke X, et al. Pd-Catalyzed Diastereoselective Trifluoromethylthiolation of Functionalized Acrylamides. Org Lett. 2017;19(19):5106-5109doi: 10.1021/acs.orglett.7b02384.
Zhao, Q., Poisson, T., Pannecoucke, X., Bouillon, J. P., & Besset, T. (2017). Pd-Catalyzed Diastereoselective Trifluoromethylthiolation of Functionalized Acrylamides. Organic letters, 19(19), 5106-5109. https://doi.org/10.1021/acs.orglett.7b02384
Zhao, Qun, et al. "Pd-Catalyzed Diastereoselective Trifluoromethylthiolation of Functionalized Acrylamides." Organic letters vol. 19,19 (2017): 5106-5109. doi: https://doi.org/10.1021/acs.orglett.7b02384
Zhao Q, Poisson T, Pannecoucke X, Bouillon JP, Besset T. Pd-Catalyzed Diastereoselective Trifluoromethylthiolation of Functionalized Acrylamides. Org Lett. 2017 Oct 06;19(19):5106-5109. doi: 10.1021/acs.orglett.7b02384. Epub 2017 Sep 19. PMID: 28925266.
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Org Lett. 2017 Oct 06;19(19):5106-5109. doi: 10.1021/acs.orglett.7b02384. Epub 2017 Sep 19.

Pd-Catalyzed Diastereoselective Trifluoromethylthiolation of Functionalized Acrylamides.

Organic letters

Qun Zhao, Thomas Poisson, Xavier Pannecoucke, Jean-Philippe Bouillon, Tatiana Besset

Affiliations

  1. Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014) , 76000 Rouen, France.

PMID: 28925266 DOI: 10.1021/acs.orglett.7b02384

Abstract

The Pd-catalyzed diastereoselective trifluoromethylthiolation of acrylamides was developed to allow the formation of the Z-isomer as a single product. Using a C-H bond functionalization strategy, the method was applied to a broad range of α-aryl, α-alkyl, and α,β-disubstituted acrylamides bearing the amide derived from the 8-aminoquinoline as a directing group. Mechanistic studies as well as postfunctionalization of the products were performed. This approach opens new routes to unprecedented SCF

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