Kim, Taejung Jeong, Kyu Hyuk Kim, Youngseok Noh, Taesub Choi, Jaeyoung Ham, Jungyeob 2024-01-20T01:32:26Z 2024-01-20T01:32:26Z 2021-09-01 2017-05-03 1434-193X https://pubs.kist.re.kr/handle/201004/122755 Unsymmetrical diarylalkynes were synthesized in moderate to good yields through a three-component one-pot procedure involving thermocontrolled sequential Sonogashira reactions with potassium ethynyltrifluoroborate and two different reactive aryl halides. The one-pot procedure was initiated by the palladium/copper-catalyzed Sonogashira coupling of potassium ethynyltrifluoroborate to an aryl iodide or electron-deficient aryl bromide at 40 degrees C. Following a subsequent deboronative Sonogashira reaction of the in situ generated potassium (arylethynyl)trifluoroborate, a second coupling to a less-active electron-rich aryl bromide at 80 degrees C, without any additional palladium/copper catalyst or base, gave rise to unsymmetrical diarylalkynes. English WILEY-V C H VERLAG GMBH ARYL CHLORIDES PROPIOLIC ACID COUPLING REACTIONS CATALYTIC-SYSTEMS CHARGE-TRANSFER EFFICIENT ALKYNES DIARYLACETYLENES POLYMERS ALCOHOLS Three-Component One-Pot Synthesis of Unsymmetrical Diarylalkynes by Thermocontrolled Sequential Sonogashira Reactions Using Potassium Ethynyltrifluoroborate Article 10.1002/ejoc.201700110 1 EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v.2017, no.17, pp.2425 - 2431 EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 2017 17 2425 2431 scie scopus 000400993800005 2-s2.0-85019024732 Chemistry, Organic Chemistry Article ARYL CHLORIDES PROPIOLIC ACID COUPLING REACTIONS CATALYTIC-SYSTEMS CHARGE-TRANSFER EFFICIENT ALKYNES DIARYLACETYLENES POLYMERS ALCOHOLS Alkynes Borates C-C coupling Cross-coupling Multicomponent reactions