@article {47607,
	title = {Pd(II)-catalyzed chemoselective acetoxylation of C(sp(2))-H and C(sp(3))-H bonds in tertiary amides},
	journal = {Journal of Organic Chemistry},
	volume = {86},
	year = {2021},
	month = {JUN },
	pages = {8172-8181},
	type = {Article},
	abstract = {Palladium-catalyzed chemoselective C(sp(2))-H and C(sp(3))-H acetoxylation of synthetically useful tertiary amides is reported under relatively mild reaction conditions. This protocol proceeds through the assistance of a weakly coordinated directing group (C = O) and requires low catalyst (1.0 mol \%) loading. Diverse functionalities, such as C(sp(2))-Cl, C(sp(3))-Cl, -CF3, -COOEt, and -NO2 groups, including morpholinyl, piperazinyl, and pyrrolidinyl heterocycles, are compatible under the reaction conditions. Further functionalization of this protocol is demonstrated by hydrolysis to alcohols, alcohol-acids, as well as reduction to tertiary amines. A preliminary kinetic isotope effect study supported the rate-limiting C-H bond activation process.},
	issn = {0022-3263},
	doi = {10.1021/acs.joc.1c00629},
	author = {Vijaykumar, Muniyappa and Punji, Benudhar}
}
@article {48270,
	title = {Palladium-catalyzed chemoselective oxygenation of C(sp2)-H and C(sp3)-H bonds in isatins},
	journal = {Organic Letters},
	volume = {25},
	year = {2023},
	month = {MAR},
	pages = {1862-1867},
	type = {Article},
	abstract = {<p>
	The palladium-catalyzed chemoselective C(sp2)-H and C(sp3)-H bond oxygenation of substituted isatin derivatives is reported. This mild protocol exhibits the C5 C(sp2)-H oxygenation of isatins through electrophilic intermolecular C-H palladation in concentrated solutions using PhI(OAc)2 or Selectfluor as an oxidant, whereas it exhibits- N-CH3 C(sp3)-H oxygenation in dilute solutions via carbonyl-assisted intramolecular palladation in the presence of K2S2O8. This oxygenation reaction provides a direct and unified approach for synthesizing diverse oxygenated isatins with sensitive functionalities, including biorelevant compounds.</p>
},
	issn = {1523-7060},
	doi = {10.1021/acs.orglett.3c00342},
	author = {Vijaykumar, Muniyappa and Pradhan, Chandini and Gonnade, Rajesh G. and Punji, Benudhar}
}
@article {49411,
	title = {Palladium-catalyzed regioselective C(4)-H fluoroalkoxylation of indoles through weak chelation assistance},
	journal = {ChemCatChem},
	volume = {17},
	year = {2025},
	month = {JAN},
	type = {Article},
	abstract = {<p>
	Installing fluoroalkyl motifs into biorelevant indoles is particularly interesting due to their ubiquitous presence in drug molecules. Herein, we demonstrate the regioselective C4 fluoroalkoxylation of indoles using fluoroalcohols via palladium-catalyzed chelation-assisted C \&amp; horbar;H activation. The weak chelating benzoyl moiety at the C3 position acts as a directing group for remote C(4)\&amp; horbar;H fluoroalkoxylation of diversely substituted indoles. This methodology demonstrates a high level of regioselectivity and tolerates a range of crucial functional groups, yielding diverse trifluoroalkoxylated indoles in moderate to good yields. Removal of directing/protecting groups and further functionalization established the synthetic utility of the methodology. A preliminary mechanistic investigation is conducted by isolating the palladacycle intermediate and performing the deuterium scrambling study. The regioselective C4 fluoroalkoxylation of indoles with various fluoroalcohols is achieved by the palladium-catalyzed weak chelation assistance strategy. The reaction is compatible for a range of important functionalities and proceeds via the intermediacy of a six-membered palladacycle following a Pd(II)/Pd(IV) pathway. image</p>
},
	keywords = {C-H activation, indoles, Palladium, Regioselective, Trifluoroalkoxylation},
	issn = {1867-3880},
	doi = {10.1002/cctc.202401188},
	author = {Vijaykumar, Muniyappa and Gonnade, Rajesh G. and Punji, Benudhar}
}
