@article {47638,
	title = {Ni(II)-catalyzed intramolecular C-H/C-H oxidative coupling: an efficient route to functionalized cycloindolones and indenoindolones},
	journal = {ACS Catalysis},
	volume = {11},
	year = {2021},
	month = {OCT },
	pages = {12384-12393},
	type = {Article},
	abstract = {Nickel(II)-catalyzed intramolecular C(sp(2))-H/C(sp(3))-H and C(sp(2))-H/C(sp(2))-H oxidative couplings in indoles are achieved via chelation assistance. These reactions provide access to biologically relevant five- and six-membered substituted cyclopentaindolones, carbazolones, and indenoindolones in high yields and good chemoselectivity employing an air-stable and defined nickel catalyst, (bpy)Ni(OAc)(2). The oxidative cyclizations proceeded either through a six-membered or an unconventional seven-membered nickelacycle. An extensive mechanistic investigation by experiments and theoretical calculations revealed a facile indole{\textquoteright}s C(2)-H nickelation and a rate-limiting reductive elimination process. This intramolecular oxidative cyclization operates via a probable Ni(II)/Ni(III) pathway involving single-electron oxidation of nickel without the participation of a carbon-based radical.},
	keywords = {C-H activation, cycloindolones, indenoindolones, indoles, Mechanism, Nickel, oxidative coupling},
	issn = {2155-5435},
	doi = {10.1021/acscatal.1c03314},
	author = {Ankade, Shidheshwar B. and Samal, Pragnya Paramita and Soni, Vineeta and Gonnade, Rajesh G. and Krishnamurty, Sailaja and Punji, Benudhar}
}
@article {49411,
	title = {Palladium-catalyzed regioselective C(4)-H fluoroalkoxylation of indoles through weak chelation assistance},
	journal = {ChemCatChem},
	year = {2024},
	month = {OCT},
	type = {Article; Early Access},
	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}
}
