Cu-Catalyzed C–H Allylation of Benzimidazoles with Allenes

CuH-catalyzed intramolecular cyclization and intermolecular allylation of benzimidazoles with allenes have been described. The reaction proceeded smoothly with the catalytic system of Cu­(OAc)2/Xantphos and catalytic amount of (MeO)2MeSiH. This protocol features mild reaction conditions and a good t...

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Bibliographic Details
Published in:Organic letters 2021-09, Vol.23 (17), p.6765-6769
Main Authors: Dong, Yaxi, Breit, Bernhard
Format: Article
Language:English
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Summary:CuH-catalyzed intramolecular cyclization and intermolecular allylation of benzimidazoles with allenes have been described. The reaction proceeded smoothly with the catalytic system of Cu­(OAc)2/Xantphos and catalytic amount of (MeO)2MeSiH. This protocol features mild reaction conditions and a good tolerance of substrates bearing electron-withdrawing, electron-donating, or electron-neutral groups. A new catalytic mechanism was proposed for this copper hydride catalytic system.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c02346