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Palladium-catalyzed regioselective C-2 arylation of 7-azaindoles, indoles, and pyrroles with arenes. 2016

Joydev K Laha, and Rohan A Bhimpuria, and Dilip V Prajapati, and Neetu Dayal, and Shubhra Sharma
Department of Pharmaceutical Technology (Process Chemistry), National Institute of Pharmaceutical Education and Research, S. A. S. Nagar, Punjab 160062, India. jlaha@niper.ac.in.

A palladium-catalyzed regioselective C-2 arylation of 7-azaindoles, indoles, and pyrroles with arenes has been developed. This study unveils that a critical substrate dependent acid concentration is essential for achieving exclusive C-2 selectivity as well as mono-arylation in pyrroles. Incongruent to the literature, the protocol uses a reduced volume (at least 5 times) of arenes for workable access to C-2 arylated heterocycles.

UI MeSH Term Description Entries
D007211 Indoles Benzopyrroles with the nitrogen at the number one carbon adjacent to the benzyl portion, in contrast to ISOINDOLES which have the nitrogen away from the six-membered ring.
D010165 Palladium A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.
D011758 Pyrroles Azoles of one NITROGEN and two double bonds that have aromatic chemical properties. Pyrrole
D002384 Catalysis The facilitation of a chemical reaction by material (catalyst) that is not consumed by the reaction. Catalyses
D006844 Hydrocarbons, Cyclic Organic compounds composed exclusively of carbon and hydrogen forming a closed ring that may be either alicyclic or aromatic. Cyclic Hydrocarbons,Hydrocarbons, Polycyclic,Polycyclic Hydrocarbons

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