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Fast Heck-Cassar-Sonogashira (HCS) Reactions in Green Solvents.


ABSTRACT: 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.

SUBMITTER: Ferrazzano L 

PROVIDER: S-EPMC8007125 | biostudies-literature | 2020 May

REPOSITORIES: biostudies-literature

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Fast Heck-Cassar-Sonogashira (HCS) Reactions in Green Solvents.

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

Organic letters 20200428 10


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. <i>N</i>-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. ...[more]

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