A general copper-catalyzed synthesis of Ynamides from 1,2-dichloroenamides

Ynamides are accessed via copper-catalyzed coupling of Grignard or organozinc nucleophiles with chloroynamides, formed in situ from 1,2-dichloroenamides. The reaction exhibits a broad substrate scope, is readily scaled, and overcomes typical limitations in ynamide synthesis such as the use of ureas,...

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Autores principales: Mansfield, S, Smith, R, Yong, J, Garry, O, Anderson, E
Formato: Journal article
Lenguaje:English
Publicado: American Chemical Society 2019
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author Mansfield, S
Smith, R
Yong, J
Garry, O
Anderson, E
author_facet Mansfield, S
Smith, R
Yong, J
Garry, O
Anderson, E
author_sort Mansfield, S
collection OXFORD
description Ynamides are accessed via copper-catalyzed coupling of Grignard or organozinc nucleophiles with chloroynamides, formed in situ from 1,2-dichloroenamides. The reaction exhibits a broad substrate scope, is readily scaled, and overcomes typical limitations in ynamide synthesis such as the use of ureas, carbamates, and bulky or aromatic amide derivatives. This modular approach contrasts with previous routes by installing both the N- and C-substituents of the ynamide as nucleophilic components.
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spelling oxford-uuid:545ccce8-f6fe-4902-b2e1-1ac54850466c2022-03-26T16:37:23ZA general copper-catalyzed synthesis of Ynamides from 1,2-dichloroenamidesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:545ccce8-f6fe-4902-b2e1-1ac54850466cEnglishSymplectic Elements at OxfordAmerican Chemical Society2019Mansfield, SSmith, RYong, JGarry, OAnderson, EYnamides are accessed via copper-catalyzed coupling of Grignard or organozinc nucleophiles with chloroynamides, formed in situ from 1,2-dichloroenamides. The reaction exhibits a broad substrate scope, is readily scaled, and overcomes typical limitations in ynamide synthesis such as the use of ureas, carbamates, and bulky or aromatic amide derivatives. This modular approach contrasts with previous routes by installing both the N- and C-substituents of the ynamide as nucleophilic components.
spellingShingle Mansfield, S
Smith, R
Yong, J
Garry, O
Anderson, E
A general copper-catalyzed synthesis of Ynamides from 1,2-dichloroenamides
title A general copper-catalyzed synthesis of Ynamides from 1,2-dichloroenamides
title_full A general copper-catalyzed synthesis of Ynamides from 1,2-dichloroenamides
title_fullStr A general copper-catalyzed synthesis of Ynamides from 1,2-dichloroenamides
title_full_unstemmed A general copper-catalyzed synthesis of Ynamides from 1,2-dichloroenamides
title_short A general copper-catalyzed synthesis of Ynamides from 1,2-dichloroenamides
title_sort general copper catalyzed synthesis of ynamides from 1 2 dichloroenamides
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