Issue 72, 2019
From the journal:

Chemical Communications

Mn(i)-Catalyzed nucleophilic addition/ring expansion via C–H activation and C–C cleavage†

Bingxian Liu, ORCID logo *a   Yin Yuan,a   Panjie Hu,a   Guangfan Zheng,b   Dachang Bai, ORCID logo a   Junbiao Chang*a  and  Xingwei Li*ab  

* Corresponding authors

a Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China
E-mail: changjunbiao@zzu.edu.cn, liubx1120@163.com

b School of Chemistry and Chemical Engineering, Shaanxi Normal University (SNNU), Xi’an 710062, China
E-mail: xwli@dicp.ac.cn, lixw@snnu.edu.cn

Abstract

Mn(I)-Catalyzed synthesis of seven- or eight-membered carbocycles is disclosed via C–H activation of heteroarenes and coupling with alkyne-functionalized 1,3-cyclopentadiones or 1,3-cyclohexadiones. This n to n + 2 (n = 5, 6) ring expansion reaction proceeded via a C–H alkenylation/carbonyl addition/retro-Aldol cascade. Structurally diverse mid-sized carbocycles were constructed via cleavage of both C–H and C–C bonds in a single operation.

Graphical abstract: Mn(i)-Catalyzed nucleophilic addition/ring expansion via C–H activation and C–C cleavage

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Article information

DOI
https://doi.org/10.1039/C9CC05973C
Article type
Communication
Submitted
01 Aug 2019
Accepted
15 Aug 2019
First published
15 Aug 2019

Chem. Commun., 2019,55, 10764-10767

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Mn(I)-Catalyzed nucleophilic addition/ring expansion via C–H activation and C–C cleavage

B. Liu, Y. Yuan, P. Hu, G. Zheng, D. Bai, J. Chang and X. Li, Chem. Commun., 2019, 55, 10764 DOI: 10.1039/C9CC05973C

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