Zinc(II)-catalyzed intramolecular hydroarylation-redox cross-dehydrogenative coupling of N-propargylanilines with diverse carbon pronucleophiles: facile access to functionalized tetrahydroquinolines

Guangzhe Li; Chengdong Wang; Yueqing Li; Kun Shao; Guo Yu; Shisheng Wang; Xiuhan Guo; Weijie Zhao; Hiroyuki Nakamura

doi:10.1039/D0CC02921A

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Zinc(ii)-catalyzed intramolecular hydroarylation-redox cross-dehydrogenative coupling of N-propargylanilines with diverse carbon pronucleophiles: facile access to functionalized tetrahydroquinolines†

Guangzhe Li,

*^ab Chengdong Wang,^a Yueqing Li,

^ab Kun Shao,

^b Guo Yu,^c Shisheng Wang,

^ab Xiuhan Guo,

^ab Weijie Zhao

^ab and Hiroyuki Nakamura

Author affiliations

* Corresponding authors

^a Department of Pharmacy, Schoo of Chemical Engineering, Dalian University of Technology, No. 2 Linggong Road, Dalian 116024, China
E-mail: liguangzhe@dlut.edu.cn

^b State Key Laboratory of Fine Chemicals, Dalian University of Technology, No. 2 Linggong Road, Dalian 116024, China

^c Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, Nagatsuta-cho, Midori-ku, Yokohama 226-8503, Japan

Abstract

Zinc(II)-catalyzed intramolecular hydroarylation-redox cross-dehydrogenative coupling of N-propargylanilines with two types of carbon pronucleophiles (nitromethane as a sp³ carbon pronucleophile and phenylacetylenes as sp carbon pronucleophiles) proceeded to give the 2-substituted tetrahydroquinolines in good yields with 100% atomic utilization without any additional external oxidants.

Download options Please wait...

Supplementary files

Supplementary information PDF (13371K)

Article information

DOI: https://doi.org/10.1039/D0CC02921A
Article type: Communication
Submitted: 22 Apr 2020
Accepted: 26 May 2020
First published: 27 May 2020

Download Citation

Chem. Commun., 2020,56, 7333-7336

Permissions

Request permissions

Zinc(II)-catalyzed intramolecular hydroarylation-redox cross-dehydrogenative coupling of N-propargylanilines with diverse carbon pronucleophiles: facile access to functionalized tetrahydroquinolines

G. Li, C. Wang, Y. Li, K. Shao, G. Yu, S. Wang, X. Guo, W. Zhao and H. Nakamura, Chem. Commun., 2020, 56, 7333 DOI: 10.1039/D0CC02921A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Chemical Communications

Zinc(ii)-catalyzed intramolecular hydroarylation-redox cross-dehydrogenative coupling of N-propargylanilines with diverse carbon pronucleophiles: facile access to functionalized tetrahydroquinolines†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Zinc(II)-catalyzed intramolecular hydroarylation-redox cross-dehydrogenative coupling of N-propargylanilines with diverse carbon pronucleophiles: facile access to functionalized tetrahydroquinolines

Social activity

Search articles by author

Spotlight

Advertisements