@article {49107,
	title = {2-Pyridone-directed CuII-catalyzed general method of C(sp2)-H activation for C-S, C-Se, and C-N cross-coupling: easy access to aryl thioethers, selenide ethers, and sulfonamides and DFT study},
	journal = {Journal of Organic Chemistry},
	volume = {89},
	year = {2024},
	month = {APR },
	pages = {6798-6812},
	type = {Article},
	abstract = {<p>
	We have demonstrated N-substituted 2-pyridones as an N,O-directing group for selective C(sp(2))-H-activated thiolation, selenylation, and sulfonamidation of ortho C-H bonds of benzamides. This method utilizes a cost-effective Cu(II)-salt catalyst instead of precious metal catalysts, achieving high yields, including gram-scale synthesis and excellent functional group tolerance. We applied this protocol to access 30 different compounds with high yields, demonstrating thiolation of fluorine-substituted benzamides as well. Density functional theory (DFT) calculations support the mechanism, including acetate-supported concerted metalation deprotonation (CMD) steps and the unique role of dimethyl sulfoxide (DMSO) solvent. The facile synthesis of pharmaceutically important sulfonamides and other compounds highlights the method{\textquoteright}s potential in chemistry and medicinal chemistry.</p>
},
	issn = {0022-3263},
	doi = {10.1021/acs.joc.4c00120},
	author = {Pati, Tanmay K. and Molla, Sabir Ali and Ghosh, Narendra Nath and Kundu, Mrinalkanti and Ajarul, Sk and Maity, Pradip and Khamrai, Uttam and Maiti, Dilip K.}
}
