Iron-catalyzed reductive cyclization reaction of 1,6-enynes for the synthesis of 3-acylbenzofurans and thiophenes

A facile synthesis of 3-acylbenzofurans and thiophenes via iron( ii )-catalyzed reductive cyclization of 1,6-enynes has been developed. A sequence involving hydrogen atom transfer (HAT)/cyclization and oxygen insertion has been proposed and confirmed by isotope experiments. This benign strategy prov...

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Veröffentlicht in:Organic Chemistry Frontiers 2019-02, Vol.6 (3), p.342-346
Hauptverfasser: Xia, Xiao-Feng, He, Wei, Zhang, Guo-Wei, Wang, Dawei
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Sprache:eng
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Zusammenfassung:A facile synthesis of 3-acylbenzofurans and thiophenes via iron( ii )-catalyzed reductive cyclization of 1,6-enynes has been developed. A sequence involving hydrogen atom transfer (HAT)/cyclization and oxygen insertion has been proposed and confirmed by isotope experiments. This benign strategy provides a viable synthetic approach to valuable carbonylated heteroaromatic compounds using ethanol as the solvent and dioxygen as the oxidant.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/C8QO01190G