Cobalt()-catalyzed hydroarylation of 1,3-diynes and internal alkynes with picolinamides promoted by alcohol
The Co( ii )-catalyzed selective C-H alkenylation of picolinamides with 1,3-diynes has been developed. This protocol can be applied to a variety of 1,3-diynes. In addition, both symmetrical and unsymmetrical internal alkynes were well tolerated, affording the corresponding alkenyl arenes. Moreover,...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2020-11, Vol.56 (91), p.14231-14234 |
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Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | The Co(
ii
)-catalyzed selective C-H alkenylation of picolinamides with 1,3-diynes has been developed. This protocol can be applied to a variety of 1,3-diynes. In addition, both symmetrical and unsymmetrical internal alkynes were well tolerated, affording the corresponding alkenyl arenes. Moreover, control experiments indicated that C-H bond cleavage may be involved in the rate-determining step. Furthermore, a deuterium incorporation product was achieved when deuterated alcohol was employed as the solvent, which suggested that alcohol was essential for the final protonolysis.
The Co(
ii
)-catalyzed selective C-H alkenylation of picolinamides with 1,3-diynes and internal alkynes for the synthesis of conjugated enynes and alkenyl arenes has been developed. The results of control experiments showed that alcohol was essential for the final protonolysis. |
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ISSN: | 1359-7345 1364-548X |
DOI: | 10.1039/d0cc05616b |