Issue 4, 2019
From the journal:

Organic Chemistry Frontiers

Room-temperature Pd(ii)-catalyzed direct C–H TIPS-ethynylation of phenylacetic amides with terminal alkynes†

Cui-Hong Chen,a   Yun Chai,a   Zheng-Xin Zhou, ORCID logo a   Wei-Hao Rao,b   Bin Liu,a   Li Liu,a   Ran Xu,a   Yue-Jin Liu ORCID logo *a  and  Ming-Hua Zeng ORCID logo *a  

* Corresponding authors

a Hubei Collaborative Innovation Center for Advanced Chemical Materials, Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, and College of Chemistry and Chemical Engineering, Hubei University, Wuhan, China
E-mail: liuyuejin@hubu.edu.cn, zmh@mailbox.gxnu.edu.cn

b College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000, China

Abstract

Ligand-promoted room-temperature Pd(II)-catalyzed direct C–H alkynylation of phenylacetic amides has been developed using commercially available TIPS-acetylene as an efficient alkynylating reagent, where 8-aminoquinoline was employed as a removable bidentate auxiliary, thus giving rise to optically pure ortho-alkynylated α-APA in a highly efficient manner.

Graphical abstract: Room-temperature Pd(ii)-catalyzed direct C–H TIPS-ethynylation of phenylacetic amides with terminal alkynes

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Article information

DOI
https://doi.org/10.1039/C8QO01215F
Article type
Research Article
Submitted
09 Nov 2018
Accepted
10 Dec 2018
First published
11 Dec 2018

Org. Chem. Front., 2019,6, 442-446

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Room-temperature Pd(II)-catalyzed direct C–H TIPS-ethynylation of phenylacetic amides with terminal alkynes

C. Chen, Y. Chai, Z. Zhou, W. Rao, B. Liu, L. Liu, R. Xu, Y. Liu and M. Zeng, Org. Chem. Front., 2019, 6, 442 DOI: 10.1039/C8QO01215F

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