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

Lucia Ferrazzano | Zendy; Giulia Martelli | Zendy; Tommaso Fantoni | Zendy; A. Daka | Zendy; Dario Corbisiero | Zendy; Angelo Viola | Zendy; Antônio Ricci | Zendy; Walter Cabri | Zendy; Alessandra Tolomelli | Zendy

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

Author(s) -

Lucia Ferrazzano,

Giulia Martelli,

Tommaso Fantoni,

A. Daka,

Dario Corbisiero,

Angelo Viola,

Antônio Ricci,

Walter Cabri,

Alessandra Tolomelli

Publication year - 2020

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.0c01269

Subject(s) - sonogashira coupling , chemistry , combinatorial chemistry , heck reaction , organic chemistry , palladium , catalysis

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.

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