@article {45528,
	title = {Nickel-catalyzed straightforward and regioselective C-H alkenylation of indoles with alkenyl bromides: scope and mechanistic aspect},
	journal = {ACS Catalysis},
	volume = {9},
	year = {2019},
	month = {JAN},
	pages = {431-441},
	type = {Article},
	abstract = {<p>Nickel-catalyzed regioselective C-H bond alkenylation of indoles and related heteroarenes with alkenyl bromides is accomplished under relatively mild conditions. This method allows the straightforward synthesis of C-2 alkenylated indoles employing an air-stable and well-defined nickel catalyst, (bpy)NiBr2, providing a solution to the limitations associated with hydroindolation and oxidative alkenylation. The reaction conceded the coupling of indole derivatives with various alkenyl bromides, such as aromatic and heteroaromatics, alpha- and beta-substituted as well as exo- and endo-cyclic alkenyl compounds. An extensive mechanistic investigation, including controlled study, reactivity experiments, kinetics and labeling studies, and EPR and XPS analyses, highlights that the alkenylation proceeds through a single-electron transfer process comprising an odd-electron oxidative addition of alkenyl bromide. Furthermore, the alkenylation operates via a probable Ni(I)/Ni(III) pathway involving the rate-limiting C-H nickelation of indole.</p>},
	keywords = {alkenylation, C-H activation, indoles, Mechanism, Nickel, single-electron transfer},
	issn = {2155-5435},
	doi = {10.1021/acscatal.8b04267},
	author = {Jagtap, Rahul A. and Vinod, C. P. and Punji, Benudhar}
}
@article {46673,
	title = {Expeditious and solvent-free nickel-catalyzed c-h arylation of arenes and indoles (vol 10, pg 2242, 2017)},
	journal = {ChemSusChem},
	volume = {13},
	year = {2020},
	month = {NOV },
	pages = {5771},
	type = {Correction},
	keywords = {Arylation, C-H activation, heterocycles, Homogeneous catalysis, Nickel},
	issn = {1864-5631},
	doi = {10.1002/cssc.202002313, Early Access Date = OCT 2020},
	author = {Jagtap, Rahul A. and Soni, Vineeta and Punji, Benudhar}
}
@article {46798,
	title = {Iron-catalyzed C(sp(2))-H alkylation of indolines and benzo[h]quinoline with unactivated alkyl chlorides through chelation assistance},
	journal = {ACS Catalysis},
	volume = {10},
	year = {2020},
	month = {JUL },
	pages = {7312-7321},
	type = {Article},
	abstract = {<p>Regioselective C-H bond alkylation of indolines and benzo[h]quinoline with a wide range of unactivated and highly demanded primary and secondary alkyl chlorides is accomplished using a low-cost iron catalyst. This reaction tolerates diverse functionalities, such as C(sp(2))-Cl, fluoro, alkenyl, silyl, ether, thioether, pyrrolyl, and carbazolyl groups including cyclic and acyclic alkyls as well as alkyl-bearing fatty-alcohol and polycyclic-steroid moieties. The demonstrated iron-catalyzed protocol proceeded via either a five-membered or a six-membered metallacycle. Intriguingly, the C-7-alkylated indolines can be readily functionalized into free-NH indolines/indoles and tryptamine derivatives. A detailed mechanistic investigation highlights the participation of an active Fe(I) catalyst and the involvement of a halogen-atom transfer process via a single-electron-based mechanism. Deuterium labeling and kinetics analysis indicate that the C-H metalation of indoline is the probable turnover-limiting step. Overall, the experimental and theoretical studies supported an Fe(I)/Fe(III) pathway for the alkylation reaction comprising the two-step, one-electron oxidative addition of alkyl chloride.</p>
},
	keywords = {alkyl chlorides, Alkylation, C-H activation, chelation assistance, indolines, iron},
	issn = {2155-5435},
	doi = {10.1021/acscatal.0c02030},
	author = {Jagtap, Rahul A. and Samal, Pragnya Paramita and Vinod, C. P. and Krishnamurty, Sailaja and Punji, Benudhar}
}
