Issue 4, 2021
From the journal:

Organic Chemistry Frontiers

Rh(iii)-Catalyzed switchable C–H monoalkenylation and dialkenylation of 2-(1H-pyrazol-1-yl)pyridine with alkenes via rollover cyclometalation†

Haifang Meng,a   Fang Yang,a   Mengjia Chen,a   Chen Chen ORCID logo *a  and  Bolin Zhu ORCID logo *a  

* Corresponding authors

a Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, P. R. China
E-mail: hxxycc@tjnu.edu.cn, hxxyzbl@tjnu.edu.cn

Abstract

We have developed a Rh(III)-catalyzed C–H alkenylation reaction of the N,N-bidentate chelating compound 2-(1H-pyrazol-1-yl)pyridine with alkenes via rollover cyclometalation. Mono- and dialkenyl-substituted 2-(1H-pyrazol-1-yl)pyridines could be selectively synthesized in moderate to good yields by tuning the reaction conditions. Further synthetic transformations were conducted to demonstrate the synthetic potential of our products.

Graphical abstract: Rh(iii)-Catalyzed switchable C–H monoalkenylation and dialkenylation of 2-(1H-pyrazol-1-yl)pyridine with alkenes via rollover cyclometalation

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Article information

DOI
https://doi.org/10.1039/D0QO01325K
Article type
Research Article
Submitted
26 Oct 2020
Accepted
17 Dec 2020
First published
17 Dec 2020

Org. Chem. Front., 2021,8, 773-777

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Rh(III)-Catalyzed switchable C–H monoalkenylation and dialkenylation of 2-(1H-pyrazol-1-yl)pyridine with alkenes via rollover cyclometalation

H. Meng, F. Yang, M. Chen, C. Chen and B. Zhu, Org. Chem. Front., 2021, 8, 773 DOI: 10.1039/D0QO01325K

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