Reductive Allylic Defluorinative Cross-Coupling Enabled by Ni/Ti Cooperative Catalysis
Unactivated alkyl chlorides are abundant building blocks in organic synthesis, but they have been rarely engaged in cross-electrophile coupling. Herein, we report a Ni/Ti-cocatalyzed reductive allylic defluorinative cross-coupling between trifluoromethyl alkenes and unactivated alkyl chlorides and b...
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Veröffentlicht in: | Organic letters 2019-10, Vol.21 (20), p.8316-8322 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Unactivated alkyl chlorides are abundant building blocks in organic synthesis, but they have been rarely engaged in cross-electrophile coupling. Herein, we report a Ni/Ti-cocatalyzed reductive allylic defluorinative cross-coupling between trifluoromethyl alkenes and unactivated alkyl chlorides and bromides, enabling the efficient preparation of diverse functional-group-rich gem-difluoroalkenes. Notably, synthesis of the gem-difluoroalkene analogues of azaperone, haloperidol, and benperidol was also accomplished using our method as a key step. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/acs.orglett.9b03102 |