» Articles » PMID: 34902180

Selective Para-C-H Alkynylation of Aniline Derivatives by Pd/S,O-Ligand Catalysis

Overview
Journal Chemistry
Specialty Chemistry
Date 2021 Dec 13
PMID 34902180
Citations 2
Authors
Affiliations
Soon will be listed here.
Abstract

Herein, we report a nondirected para-selective C-H alkynylation of aniline derivatives by a Pd/S,O-ligand-based catalyst. The reaction proceeds under mild conditions and is compatible with a variety of substituted anilines. The scalability and further derivatizations of the alkynylated products have been also demonstrated.

Citing Articles

Palladium-Catalyzed C-H Arylation of Unprotected Anilines: Chemo- and Regioselectivity Enabled by the Cooperating Ligand [2,2'-Bipyridin]-6(1)-one.

Pinilla C, Salamanca V, Lledos A, Albeniz A ACS Catal. 2022; 12(23):14527-14532.

PMID: 36504914 PMC: 9724229. DOI: 10.1021/acscatal.2c05206.


Selective Para-C-H Alkynylation of Aniline Derivatives by Pd/S,O-Ligand Catalysis.

Deng K, Jia W, Fernandez-Ibanez M Chemistry. 2021; 28(9):e202104107.

PMID: 34902180 PMC: 9306564. DOI: 10.1002/chem.202104107.

References
1.
Aris A, Shamsuddin A, Praveena S . Occurrence of 17α-ethynylestradiol (EE2) in the environment and effect on exposed biota: a review. Environ Int. 2014; 69:104-19. DOI: 10.1016/j.envint.2014.04.011. View

2.
Xie F, Qi Z, Yu S, Li X . Rh(III)- and Ir(III)-catalyzed C-H alkynylation of arenes under chelation assistance. J Am Chem Soc. 2014; 136(12):4780-7. DOI: 10.1021/ja501910e. View

3.
Liu B, Romine A, Rubel C, Engle K, Shi B . Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp)-H Bonds. Chem Rev. 2021; 121(24):14957-15074. PMC: 8968411. DOI: 10.1021/acs.chemrev.1c00519. View

4.
Li X, Wu G, Liu X, Zhu Z, Huo Y, Jiang H . Regioselective C-H Bond Alkynylation of Carbonyl Compounds through Ir(III) Catalysis. J Org Chem. 2017; 82(24):13003-13011. DOI: 10.1021/acs.joc.7b01489. View

5.
Mondal A, Chen H, Flamig L, Wedi P, van Gemmeren M . Sterically Controlled Late-Stage C-H Alkynylation of Arenes. J Am Chem Soc. 2019; 141(47):18662-18667. DOI: 10.1021/jacs.9b10868. View