Literature DB >> 23373673

Palladium-catalyzed trifluoroethylation of terminal alkynes with 1,1,1-trifluoro-2-iodoethane.

Yi-Si Feng1, Chuan-Qi Xie, Wen-Long Qiao, Hua-Jian Xu.   

Abstract

An efficient C(sp)-CH(2)CF(3) bond-forming reaction via Pd-catalyzed 2,2,2-trifluoroethylation of aryl and alkyl terminal alkynes has been developed. This protocol proceeds under mild conditions using the readily available and cheap reagent CF(3)CH(2)I as the source of the CH(2)CF(3) group. Various terminal aryl alkynes as well as alkylacetylenes can be transformed into the corresponding trifluoroethylated products in good-to-excellent yields. The method is tolerant of carbonyl, nitro, ester, cyano, and even formyl groups.

Entities:  

Year:  2013        PMID: 23373673     DOI: 10.1021/ol400099h

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Synthesis and applications of α-trifluoromethylated alkylboron compounds.

Authors:  O Andreea Argintaru; DaWeon Ryu; Ioana Aron; Gary A Molander
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-07       Impact factor: 15.336

2.  Nickel-Catalyzed Alkyl-Alkyl Cross-Couplings of Fluorinated Secondary Electrophiles: A General Approach to the Synthesis of Compounds having a Perfluoroalkyl Substituent.

Authors:  Yufan Liang; Gregory C Fu
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-12       Impact factor: 15.336

3.  Stereoconvergent Negishi Arylations of Racemic Secondary Alkyl Electrophiles: Differentiating between a CF3 and an Alkyl Group.

Authors:  Yufan Liang; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2015-07-23       Impact factor: 15.419

4.  Using click chemistry toward novel 1,2,3-triazole-linked dopamine D3 receptor ligands.

Authors:  Thomas M Keck; Ashwini K Banala; Rachel D Slack; Caitlin Burzynski; Alessandro Bonifazi; Oluyomi M Okunola-Bakare; Martin Moore; Jeffrey R Deschamps; Rana Rais; Barbara S Slusher; Amy Hauck Newman
Journal:  Bioorg Med Chem       Date:  2015-01-17       Impact factor: 3.641

  4 in total

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