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,...
Autores principales: | , , , , |
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Formato: | Journal article |
Lenguaje: | English |
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American Chemical Society
2019
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_version_ | 1826272839371587584 |
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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. |
first_indexed | 2024-03-06T22:18:55Z |
format | Journal article |
id | oxford-uuid:545ccce8-f6fe-4902-b2e1-1ac54850466c |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-06T22:18:55Z |
publishDate | 2019 |
publisher | American Chemical Society |
record_format | dspace |
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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