Pd-Catalysed direct C(sp2)–H fluorination of aromatic ketones: concise access to anacetrapib

Qiuzi Wu; Yang-Jie Mao; Kun Zhou; Shuang Wang; Lei Chen; Zhen-Yuan Xu; Shao-Jie Lou; Dan-Qian Xu

doi:10.1039/D1CC01047F

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Pd-Catalysed direct C(sp²)–H fluorination of aromatic ketones: concise access to anacetrapib†

Qiuzi Wu,‡^a Yang-Jie Mao,

‡^a Kun Zhou,^a Shuang Wang,^a Lei Chen,^a Zhen-Yuan Xu,^a Shao-Jie Lou

*^a and Dan-Qian Xu

*^a

Author affiliations

* Corresponding authors

^a Catalytic Hydrogenation Research Center, State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Key Laboratory of Green Pesticides and Cleaner Production Technology of Zhejiang Province, Zhejiang University of Technology, Hangzhou 310014, P. R. China
E-mail: chrc@zjut.edu.cn, loushaojie@zjut.edu.cn

Abstract

The Pd-cataylsed direct ortho-C(sp²)–H fluorination of aromatic ketones has been developed for the first time. The reaction features good regioselectivity and simple operations, constituting an alternative shortcut to access fluorinated ketones. A concise synthesis of anacetrapib has also been achieved by using late-stage C–H fluorination as a key step.

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Article information

DOI: https://doi.org/10.1039/D1CC01047F
Article type: Communication
Submitted: 24 Feb 2021
Accepted: 30 Mar 2021
First published: 30 Mar 2021

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Chem. Commun., 2021,57, 4544-4547

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Pd-Catalysed direct C(sp²)–H fluorination of aromatic ketones: concise access to anacetrapib

Q. Wu, Y. Mao, K. Zhou, S. Wang, L. Chen, Z. Xu, S. Lou and D. Xu, Chem. Commun., 2021, 57, 4544 DOI: 10.1039/D1CC01047F

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Chemical Communications