A copper-catalyzed synthesis of 3-aroylindoles via a sp3 C–H bond activation followed by C–C and C–O bond formation

Gogoi, Anupal ; Guin, Srimanta ; Rout, Saroj Kumar ; Patel, Bhisma K. (2013) A copper-catalyzed synthesis of 3-aroylindoles via a sp3 C–H bond activation followed by C–C and C–O bond formation Organic Letters, 15 (8). pp. 1802-1805. ISSN 1523-7060

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Official URL: https://pubs.acs.org/doi/abs/10.1021/ol400692b

Related URL: http://dx.doi.org/10.1021/ol400692b

Abstract

An efficient Cu(I)-catalyzed synthesis of 3-aroylindoles has been achieved from o-alkynylated N,N-dimethylamines via a sp3 C–H bond activation α to the nitrogen atom followed by an intramolecular nucleophilic attack with the alkyne using an aqueous solution of Tert-butyl Hydroperoxide (TBHP) as the oxidant. In this tandem catalytic synthesis of 3-aroylindoles both C–C and C–O bonds are installed at the expense of two sp3 C–H bond cleavages.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:113881
Deposited On:30 Apr 2018 12:20
Last Modified:30 Apr 2018 12:20

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