Cargando…

K(2)CO(3)-promoted synthesis of amides from 1-aryl-2,2,2-trifluoroethanones and amines under mild conditions

A base-promoted amidation of 1-aryl-2,2,2-trifluoroethanones with amines via Haller–Bauer reaction has been developed. In this reaction, the direct transformation of 1-aryl-2,2,2-trifluoroethanones into amides via C(O)–C bond cleavage occurs without the use of any stoichiometric chemical oxidants or...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhong, Pinyong, Wang, Yu-Chao, Liu, Jin-Biao, Zhang, Linjun, Luo, Nianhua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10269829/
https://www.ncbi.nlm.nih.gov/pubmed/37333725
http://dx.doi.org/10.1039/d3ra03329e
_version_ 1785059259598241792
author Zhong, Pinyong
Wang, Yu-Chao
Liu, Jin-Biao
Zhang, Linjun
Luo, Nianhua
author_facet Zhong, Pinyong
Wang, Yu-Chao
Liu, Jin-Biao
Zhang, Linjun
Luo, Nianhua
author_sort Zhong, Pinyong
collection PubMed
description A base-promoted amidation of 1-aryl-2,2,2-trifluoroethanones with amines via Haller–Bauer reaction has been developed. In this reaction, the direct transformation of 1-aryl-2,2,2-trifluoroethanones into amides via C(O)–C bond cleavage occurs without the use of any stoichiometric chemical oxidants or transition-metal catalysts. A series of primary and secondary amines are shown to be compatible with this transformation, and several pharmaceutical molecules were synthesized.
format Online
Article
Text
id pubmed-10269829
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-102698292023-06-16 K(2)CO(3)-promoted synthesis of amides from 1-aryl-2,2,2-trifluoroethanones and amines under mild conditions Zhong, Pinyong Wang, Yu-Chao Liu, Jin-Biao Zhang, Linjun Luo, Nianhua RSC Adv Chemistry A base-promoted amidation of 1-aryl-2,2,2-trifluoroethanones with amines via Haller–Bauer reaction has been developed. In this reaction, the direct transformation of 1-aryl-2,2,2-trifluoroethanones into amides via C(O)–C bond cleavage occurs without the use of any stoichiometric chemical oxidants or transition-metal catalysts. A series of primary and secondary amines are shown to be compatible with this transformation, and several pharmaceutical molecules were synthesized. The Royal Society of Chemistry 2023-06-15 /pmc/articles/PMC10269829/ /pubmed/37333725 http://dx.doi.org/10.1039/d3ra03329e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Zhong, Pinyong
Wang, Yu-Chao
Liu, Jin-Biao
Zhang, Linjun
Luo, Nianhua
K(2)CO(3)-promoted synthesis of amides from 1-aryl-2,2,2-trifluoroethanones and amines under mild conditions
title K(2)CO(3)-promoted synthesis of amides from 1-aryl-2,2,2-trifluoroethanones and amines under mild conditions
title_full K(2)CO(3)-promoted synthesis of amides from 1-aryl-2,2,2-trifluoroethanones and amines under mild conditions
title_fullStr K(2)CO(3)-promoted synthesis of amides from 1-aryl-2,2,2-trifluoroethanones and amines under mild conditions
title_full_unstemmed K(2)CO(3)-promoted synthesis of amides from 1-aryl-2,2,2-trifluoroethanones and amines under mild conditions
title_short K(2)CO(3)-promoted synthesis of amides from 1-aryl-2,2,2-trifluoroethanones and amines under mild conditions
title_sort k(2)co(3)-promoted synthesis of amides from 1-aryl-2,2,2-trifluoroethanones and amines under mild conditions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10269829/
https://www.ncbi.nlm.nih.gov/pubmed/37333725
http://dx.doi.org/10.1039/d3ra03329e
work_keys_str_mv AT zhongpinyong k2co3promotedsynthesisofamidesfrom1aryl222trifluoroethanonesandaminesundermildconditions
AT wangyuchao k2co3promotedsynthesisofamidesfrom1aryl222trifluoroethanonesandaminesundermildconditions
AT liujinbiao k2co3promotedsynthesisofamidesfrom1aryl222trifluoroethanonesandaminesundermildconditions
AT zhanglinjun k2co3promotedsynthesisofamidesfrom1aryl222trifluoroethanonesandaminesundermildconditions
AT luonianhua k2co3promotedsynthesisofamidesfrom1aryl222trifluoroethanonesandaminesundermildconditions