Herein, we report ruthenium(II)-catalyzed weakly coordinating primary amide-assisted -di-alkynylation of (hetero)arylamides double C-H bond activation in the presence of bromo-alkynes as coupling partners. The attractive features of the developed strategy lie in the usage of an inexpensive ruthenium(II)-salt, external auxiliary-free directing group and simple reaction conditions, along with a broad substrate scope, high reaction yields and scale-up synthesis.
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http://dx.doi.org/10.1039/d2cc03929j | DOI Listing |
J Org Chem
April 2024
Department of Chemistry, Indian Institute of Technology, Bihta, Patna 801106, Bihar, India.
Herein, we report a controlled introduction of an amide unit at the ortho-position of an electron-deficient arylamide system without affording any cyclized products using user-friendly dioxazolone as an amidating reagent in the presence of a Rh(III)-catalyst. This is the first report where native primary amide has been utilized as a weakly coordinating group for site-selective C-N bond formation reaction. The developed protocol works under external auxiliary-free conditions with a wide substrate scope.
View Article and Find Full Text PDFChem Commun (Camb)
October 2022
Department of Chemistry, Indian Institute of Technology Patna, Bihta 801106, Bihar, India.
Herein, we report ruthenium(II)-catalyzed weakly coordinating primary amide-assisted -di-alkynylation of (hetero)arylamides double C-H bond activation in the presence of bromo-alkynes as coupling partners. The attractive features of the developed strategy lie in the usage of an inexpensive ruthenium(II)-salt, external auxiliary-free directing group and simple reaction conditions, along with a broad substrate scope, high reaction yields and scale-up synthesis.
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