Fast Heck–Cassar–Sonogashira (HCS) Reactions in Green Solvents

Fast Heck–Cassar–Sonogashira (HCS) Reactions in Green Solvents

The replacement of toxic solvents with greener alternatives in Heck–Cassar–Sonogashira (HCS) cross-couplings was investigated. The fine-tuning of the HCS protocol allowed to achieve complete conversions and high speed under mild conditions. N-Hydroxyethylpyrrolidone (HEP) gave the best results. More...

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Veröffentlicht in:Organic letters 2020-05, Vol.22 (10), p.3969-3973
Hauptverfasser: Ferrazzano, L, Martelli, G, Fantoni, T, Daka, A, Corbisiero, D, Viola, A, Ricci, A, Cabri, W, Tolomelli, A
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Sprache:eng
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Zusammenfassung:The replacement of toxic solvents with greener alternatives in Heck–Cassar–Sonogashira (HCS) cross-couplings was investigated. The fine-tuning of the HCS protocol allowed to achieve complete conversions and high speed under mild conditions. N-Hydroxyethylpyrrolidone (HEP) gave the best results. Moreover, the methodology was successfully applied to the synthesis of an intermediate of the anticancer drug Erlotinib, demonstrating the versatility of the new green protocol.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c01269