Literature DB >> 34079967

Z-Selective Pd-catalyzed 2,2,2-trifluoroethylation of acrylamides at room temperature.

Louise Ruyet1, Maria I Lapuh1, Vijay S Koshti1, Tamás Földesi2, Philippe Jubault1, Thomas Poisson3, Zoltán Novák2, Tatiana Besset1.   

Abstract

A straightforward 2,2,2-trifluoroethylation of acrylamides by Pd-catalyzed C-H bond activation was reported by using a fluorinated hypervalent iodine reagent as a coupling partner. At room temperature, this additive-free approach allowed the synthesis of Z-2,2,2-trifluoroethylated acrylamides (19 examples, up to 73% yield) in a stereoselective manner. Under these mild reaction conditions, the methodology turned out to be functional group tolerant and mechanistic studies gave us a better understanding of the transformation.

Entities:  

Year:  2021        PMID: 34079967     DOI: 10.1039/d1cc02007b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  1 in total

Review 1.  Palladium-Catalyzed Organic Reactions Involving Hypervalent Iodine Reagents.

Authors:  Samata E Shetgaonkar; Ritu Mamgain; Kotaro Kikushima; Toshifumi Dohi; Fateh V Singh
Journal:  Molecules       Date:  2022-06-17       Impact factor: 4.927

  1 in total

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