Manganese-Catalyzed Regioselective Dehydrogenative C- versus N-Alkylation Enabled by a Solvent Switch: Experiment and Computation was written by Borghs, Jannik C.;Zubar, Viktoriia;Azofra, Luis Miguel;Sklyaruk, Jan;Rueping, Magnus. And the article was included in Organic Letters.Name: 5-Fluoroindoline This article mentions the following:
In the presence of an air-stable manganese(I) bis(diphenylphosphinoethyl)amine complex, indolines underwent regioselective alkylation and dehydrogenation reactions with alkyl and benzylic alcs. mediated by CsOH in either toluene or toluene/2,2,2-trifluoroethanol to yield 3-alkylindoles and 1-alkylindoles, resp. The mechanism was studied exptl. and by calculation of the transition states and their free energies for the alkylation; the reaction takes place through combined acceptorless dehydrogenation and hydrogen autotransfer reactions. In the experiment, the researchers used many compounds, for example, 5-Fluoroindoline (cas: 2343-22-8Name: 5-Fluoroindoline).
5-Fluoroindoline (cas: 2343-22-8) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Name: 5-Fluoroindoline
Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles