Palladium-Catalyzed Intramolecular Cross-Coupling of Unactivated C(sp3)–H and C(sp2)–H Bonds

Palladium-Catalyzed Intramolecular Cross-Coupling of Unactivated C(sp3)–H and C(sp2)–H Bonds

Direct C–H/C–H coupling represents an appealing method for the construction of C–C bonds, and the cross-coupling of unactivated C­(sp3)–H and C­(sp2)–H bonds is challenging and remains to be investigated. We have developed the Pd-catalyzed intramolecular coupling of inert C­(sp3)–H and C­(sp2)–H bon...

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Bibliographic Details
Published in:Organic letters Vol. 23; no. 18; pp. 7161 - 7165
Main Authors: Wu, Zhuo, Wu, Zechen, Sun, Xueliang, Qi, Weixin, Zhang, Zhengyang, Zhang, Yanghui
Format: Journal Article
Language:English
Published: American Chemical Society 17-09-2021
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Summary:Direct C–H/C–H coupling represents an appealing method for the construction of C–C bonds, and the cross-coupling of unactivated C­(sp3)–H and C­(sp2)–H bonds is challenging and remains to be investigated. We have developed the Pd-catalyzed intramolecular coupling of inert C­(sp3)–H and C­(sp2)–H bonds. The reaction proceeded by o-methyl oxime-directed aryl C­(sp2)–H activation and subsequent alkyl C­(sp3)–H cleavage, generating C­(sp2),C­(sp3)-palladacycles as the key intermediates. Dihydrobenzofurans and indanes were formed as the final products.
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content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c02567