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Copper-mediated aerobic oxidative trifluoromethylation of terminal alkynes with Me3SiCF3.
J Am Chem Soc. 2010 Jun 02; 132(21):7262-3.JA

Abstract

An efficient copper-mediated trifluoromethylation of terminal alkynes with nucleophilic trifluoromethylating reagent (Me(3)SiCF(3)) was developed. Both aromatic alkynes and aliphatic alkynes were effective, and a variety of functionalities such as amino, -OMe, -CO(2)Et, -Br, and -NO(2) were tolerated under the reaction conditions. This reaction provides a general, straightforward, and practically useful method to prepare trifluoromethylated acetylenes.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Chu L
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
Qing FL
No affiliation info available

MeSH

AerobiosisAlkynesCopperFluorineMethylationOxidation-ReductionOxygenSilicon Compounds

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

20450157

Citation

Chu, Lingling, and Feng-Ling Qing. "Copper-mediated Aerobic Oxidative Trifluoromethylation of Terminal Alkynes With Me3SiCF3." Journal of the American Chemical Society, vol. 132, no. 21, 2010, pp. 7262-3.
Chu L, Qing FL. Copper-mediated aerobic oxidative trifluoromethylation of terminal alkynes with Me3SiCF3. J Am Chem Soc. 2010;132(21):7262-3.
Chu, L., & Qing, F. L. (2010). Copper-mediated aerobic oxidative trifluoromethylation of terminal alkynes with Me3SiCF3. Journal of the American Chemical Society, 132(21), 7262-3. https://doi.org/10.1021/ja102175w
Chu L, Qing FL. Copper-mediated Aerobic Oxidative Trifluoromethylation of Terminal Alkynes With Me3SiCF3. J Am Chem Soc. 2010 Jun 2;132(21):7262-3. PubMed PMID: 20450157.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Copper-mediated aerobic oxidative trifluoromethylation of terminal alkynes with Me3SiCF3. AU - Chu,Lingling, AU - Qing,Feng-Ling, PY - 2010/5/11/entrez PY - 2010/5/11/pubmed PY - 2010/9/14/medline SP - 7262 EP - 3 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 132 IS - 21 N2 - An efficient copper-mediated trifluoromethylation of terminal alkynes with nucleophilic trifluoromethylating reagent (Me(3)SiCF(3)) was developed. Both aromatic alkynes and aliphatic alkynes were effective, and a variety of functionalities such as amino, -OMe, -CO(2)Et, -Br, and -NO(2) were tolerated under the reaction conditions. This reaction provides a general, straightforward, and practically useful method to prepare trifluoromethylated acetylenes. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/20450157/Copper_mediated_aerobic_oxidative_trifluoromethylation_of_terminal_alkynes_with_Me3SiCF3_ L2 - https://doi.org/10.1021/ja102175w DB - PRIME DP - Unbound Medicine ER -