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Divergent access to 5,6,7-perifused cycles

Jingpeng Han, Yongjian Yang, Yingjian Gong, Xuan Tang, Yi Tian and Baosheng Li ()
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Jingpeng Han: Chongqing University
Yongjian Yang: Chongqing University
Yingjian Gong: Chongqing University
Xuan Tang: Chongqing University
Yi Tian: Chongqing University
Baosheng Li: Chongqing University

Nature Communications, 2023, vol. 14, issue 1, 1-11

Abstract: Abstract Nitrogen-containing heterocycles are the key components in many pharmaceuticals and functional materials. In this study, we report a transition metal-catalyzed high-order reaction sequence for synthesizing a structurally unique N-center 5,6,7-perifused cycle (NCPC). The key characteristics include the formation of a seven-membered ring by the 8π electrocyclization of various alkenes and aromatic heterocycles as π-components, in which metal carbene species are generated that further induce the cleavage of the α-C-H or -C-C bond. Specifically, the latter can react with various nucleophilic reagents containing -O, -S, -N, and -C. The stereo-controlled late-stage modification of some complicated pharmaceuticals indicates the versatility of this protocol.

Date: 2023
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DOI: 10.1038/s41467-023-40801-0

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