A new approach to C-2 arylated indoles has been developed by utilizing a ruthenium-catalyzed, heteroatom-directed regioselective C-H arylation. The reaction is highly site-selective and results in very good yields. The highlight of the work is the use of a removable directing group and compatibility of the catalytic system with halogen functional groups in the substrates.
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Ruthenium-Catalyzed, Site-Selective C-H Allylation of Indoles with Allyl Alcohols as Coupling Partners.
Org Lett
March 2016
Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal 462066, India.
A new ruthenium-catalyzed, heteroatom-directed strategy for C-H allylation of indoles is described. The use of allyl alcohols as coupling partners as well as pyridine as the removable directing group is highlighted. This methodology provides access to C2-allylated indoles by utilizing a strategy that does not require prefunctionalization of either of the coupling partners.
View Article and Find Full Text PDFRegiocontrolled synthesis of (hetero)aryl and alkenyl dehydropyrrolidines, dehydropiperidines and azepenes by Ru-catalyzed, heteroatom-directed α-C-H activation/cross-coupling of cyclic enamides with boronic acids.
Org Biomol Chem
January 2016
Department of Chemistry, Central Washington University, Ellensburg, WA 98926, USA.
The synthesis of α-aryl and alkenyl pyrrolidine-, piperidine-, and azepane derivatives, through the intermediacy of cyclic enamides is described. The desired outcome is achieved through ruthenium-catalyzed, site-selective sp(2) C-H activation/cross-coupling with aryl and alkenyl boronic acids. The regioselectivity (α-sp(2)vs.
View Article and Find Full Text PDFRuthenium-catalyzed heteroatom-directed regioselective C-H arylation of indoles using a removable tether.
Org Lett
April 2015
Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Indore Bypass Road, Bhauri, Bhopal 462066, India.
A new approach to C-2 arylated indoles has been developed by utilizing a ruthenium-catalyzed, heteroatom-directed regioselective C-H arylation. The reaction is highly site-selective and results in very good yields. The highlight of the work is the use of a removable directing group and compatibility of the catalytic system with halogen functional groups in the substrates.
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