Rapid consecutive three-component coupling-Fiesselmann synthesis of luminescent 2,4-disubstituted thiophenes and oligothiophenesDedicated to Prof. Dr Klaus Hafner on the occasion of his 85th birthday.Electronic supplementary information (ESI) available: Experimental procedures and characterization of compounds 1 and 7. See DOI: 10.1039/c2cc17548g

(Hetero)aroyl chlorides, alkynes, and ethyl 2-mercapto acetate can be reacted in a consecutive three-component synthesis to give 2,4-disubstituted thiophene 5-carboxylates in good to excellent yields. In the sense of a pseudo-five-component reaction highly blue luminescent symmetrical terthiophenes...

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Hauptverfasser: Teiber, Marco, Mller, Thomas J. J
Format: Artikel
Sprache:eng
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Zusammenfassung:(Hetero)aroyl chlorides, alkynes, and ethyl 2-mercapto acetate can be reacted in a consecutive three-component synthesis to give 2,4-disubstituted thiophene 5-carboxylates in good to excellent yields. In the sense of a pseudo-five-component reaction highly blue luminescent symmetrical terthiophenes and a quinquethiophene can be synthesized in excellent yield. Blue luminescent 2,4-disubstituted thiophene 5-carboxylates can be readily and efficiently synthesized via a consecutive Sonogashira-Fiesselmann synthesis starting from (hetero)aroyl chlorides, alkynes, and ethyl 2-mercapto acetate.
ISSN:1359-7345
1364-548X
DOI:10.1039/c2cc17548g