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Copper- and iron-catalyzed decarboxylative tri- and difluoromethylation of α,β-unsaturated carboxylic acids with CF3SO2Na and (CF2HSO2)2Zn via a radical process.
Org Lett. 2013 Jan 18; 15(2):406-9.OL

Abstract

A copper-catalyzed decarboxylative trifluoromethylation of various α,β-unsaturated carboxylic acids by using a stable and inexpensive solid, sodium trifluoromethanesulfinate (CF(3)SO(2)Na, Langlois reagent), was developed. In addition, an iron-catalyzed difluoromethylation of aryl-substituted acrylic acids by using zinc difluoromethanesulfinate (DFMS, (CF(2)HSO(2))(2)Zn, Baran reagent) via a similar radical process was also achieved.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Li Z
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou Gansu 730000, PR China.
Cui Z
No affiliation info available
Liu ZQ
No affiliation info available

MeSH

AlkenesCarboxylic AcidsCatalysisCombinatorial Chemistry TechniquesCopperHydrocarbons, FluorinatedIndicators and ReagentsIronMolecular StructureStereoisomerismZinc

Pub Type(s)

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

Language

eng

PubMed ID

23305217

Citation

Li, Zejiang, et al. "Copper- and Iron-catalyzed Decarboxylative Tri- and Difluoromethylation of Α,β-unsaturated Carboxylic Acids With CF3SO2Na and (CF2HSO2)2Zn Via a Radical Process." Organic Letters, vol. 15, no. 2, 2013, pp. 406-9.
Li Z, Cui Z, Liu ZQ. Copper- and iron-catalyzed decarboxylative tri- and difluoromethylation of α,β-unsaturated carboxylic acids with CF3SO2Na and (CF2HSO2)2Zn via a radical process. Org Lett. 2013;15(2):406-9.
Li, Z., Cui, Z., & Liu, Z. Q. (2013). Copper- and iron-catalyzed decarboxylative tri- and difluoromethylation of α,β-unsaturated carboxylic acids with CF3SO2Na and (CF2HSO2)2Zn via a radical process. Organic Letters, 15(2), 406-9. https://doi.org/10.1021/ol3034059
Li Z, Cui Z, Liu ZQ. Copper- and Iron-catalyzed Decarboxylative Tri- and Difluoromethylation of Α,β-unsaturated Carboxylic Acids With CF3SO2Na and (CF2HSO2)2Zn Via a Radical Process. Org Lett. 2013 Jan 18;15(2):406-9. PubMed PMID: 23305217.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Copper- and iron-catalyzed decarboxylative tri- and difluoromethylation of α,β-unsaturated carboxylic acids with CF3SO2Na and (CF2HSO2)2Zn via a radical process. AU - Li,Zejiang, AU - Cui,Zili, AU - Liu,Zhong-Quan, Y1 - 2013/01/10/ PY - 2013/1/12/entrez PY - 2013/1/12/pubmed PY - 2013/5/15/medline SP - 406 EP - 9 JF - Organic letters JO - Org Lett VL - 15 IS - 2 N2 - A copper-catalyzed decarboxylative trifluoromethylation of various α,β-unsaturated carboxylic acids by using a stable and inexpensive solid, sodium trifluoromethanesulfinate (CF(3)SO(2)Na, Langlois reagent), was developed. In addition, an iron-catalyzed difluoromethylation of aryl-substituted acrylic acids by using zinc difluoromethanesulfinate (DFMS, (CF(2)HSO(2))(2)Zn, Baran reagent) via a similar radical process was also achieved. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/23305217/Copper__and_iron_catalyzed_decarboxylative_tri__and_difluoromethylation_of_αβ_unsaturated_carboxylic_acids_with_CF3SO2Na_and__CF2HSO2_2Zn_via_a_radical_process_ L2 - https://doi.org/10.1021/ol3034059 DB - PRIME DP - Unbound Medicine ER -