Rh(III)-Catalyzed C-H Activation/[3 + 2] Annulation of N-Phenoxyacetamides via Carbooxygenation of 1,3-Dienes
Liexin Wu, Liping Li, Haiman Zhang, Hui Gao, Zhi Zhou* and Wei Yi*
*The Fifth Affiliated Hospital, School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou, Guangdong 511436, China,
Email: zhouzhigzhmu.edu.cn, yiwei
gzhmu.edu.cn
L. Wu, L. Li, H. Zhang, H. Gao, Z. Zhou, W. Yi, Org. Lett., 2021, 23, 3844-3849.
DOI: 10.1021/acs.orglett.1c00945 (free Supporting Information)
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Abstract
A unique Rh(III)-catalyzed C-H activation of N-phenoxyacetamides followed by carbooxygenation of 1,3-dienes enables the construction of dihydrobenzofurans. This redox-neutral [3 + 2] annulation offers chemoselectivity, good substrate/functional group compatibility, and profound synthetic potentials. An asymmetric approach has also been demonstrated.
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proposed mechanism
Key Words
ID: J54-Y2021