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

[Image: see text] 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...

Descripción completa

Detalles Bibliográficos
Autores principales: Ferrazzano, L., Martelli, G., Fantoni, T., Daka, A., Corbisiero, D., Viola, A., Ricci, A., Cabri, W., Tolomelli, A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8007125/
https://www.ncbi.nlm.nih.gov/pubmed/32342693
http://dx.doi.org/10.1021/acs.orglett.0c01269
_version_ 1783672434132516864
author Ferrazzano, L.
Martelli, G.
Fantoni, T.
Daka, A.
Corbisiero, D.
Viola, A.
Ricci, A.
Cabri, W.
Tolomelli, A.
author_facet Ferrazzano, L.
Martelli, G.
Fantoni, T.
Daka, A.
Corbisiero, D.
Viola, A.
Ricci, A.
Cabri, W.
Tolomelli, A.
author_sort Ferrazzano, L.
collection PubMed
description [Image: see text] 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.
format Online
Article
Text
id pubmed-8007125
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-80071252021-03-30 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. Org Lett [Image: see text] 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. American Chemical Society 2020-04-28 2020-05-15 /pmc/articles/PMC8007125/ /pubmed/32342693 http://dx.doi.org/10.1021/acs.orglett.0c01269 Text en Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Ferrazzano, L.
Martelli, G.
Fantoni, T.
Daka, A.
Corbisiero, D.
Viola, A.
Ricci, A.
Cabri, W.
Tolomelli, A.
Fast Heck–Cassar–Sonogashira (HCS) Reactions in Green Solvents
title Fast Heck–Cassar–Sonogashira (HCS) Reactions in Green Solvents
title_full Fast Heck–Cassar–Sonogashira (HCS) Reactions in Green Solvents
title_fullStr Fast Heck–Cassar–Sonogashira (HCS) Reactions in Green Solvents
title_full_unstemmed Fast Heck–Cassar–Sonogashira (HCS) Reactions in Green Solvents
title_short Fast Heck–Cassar–Sonogashira (HCS) Reactions in Green Solvents
title_sort fast heck–cassar–sonogashira (hcs) reactions in green solvents
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8007125/
https://www.ncbi.nlm.nih.gov/pubmed/32342693
http://dx.doi.org/10.1021/acs.orglett.0c01269
work_keys_str_mv AT ferrazzanol fastheckcassarsonogashirahcsreactionsingreensolvents
AT martellig fastheckcassarsonogashirahcsreactionsingreensolvents
AT fantonit fastheckcassarsonogashirahcsreactionsingreensolvents
AT dakaa fastheckcassarsonogashirahcsreactionsingreensolvents
AT corbisierod fastheckcassarsonogashirahcsreactionsingreensolvents
AT violaa fastheckcassarsonogashirahcsreactionsingreensolvents
AT riccia fastheckcassarsonogashirahcsreactionsingreensolvents
AT cabriw fastheckcassarsonogashirahcsreactionsingreensolvents
AT tolomellia fastheckcassarsonogashirahcsreactionsingreensolvents

Ejemplares similares