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

Ferrazzano, L.; Martelli, G.; Fantoni, T.; Daka, A.; Corbisiero, D.; Viola, A.; Ricci, A.; Cabri, W.; Tolomelli, A.

doi:10.1021/acs.orglett.0c01269.s001

ol0c01269_si_001.pdf (2.19 MB)

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

journal contribution

posted on 2020-04-28, 11:39 authored by L. Ferrazzano, G. Martelli, T. Fantoni, A. Daka, D. Corbisiero, A. Viola, A. Ricci, W. Cabri, A. Tolomelli

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.