Four tandem C–H activations: a sequential C–C and C–O bond making via a Pd-catalyzed Cross Dehydrogenative Coupling (CDC) approach

Guin, Srimanta ; Rout, Saroj Kumar ; Banerjee, Arghya ; Nandi, Shyamapada ; Patel, Bhisma K. (2012) Four tandem C–H activations: a sequential C–C and C–O bond making via a Pd-catalyzed Cross Dehydrogenative Coupling (CDC) approach Organic Letters, 14 (20). pp. 5294-5297. ISSN 1523-7060

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Official URL: https://pubs.acs.org/doi/abs/10.1021/ol302438z

Related URL: http://dx.doi.org/10.1021/ol302438z

Abstract

An unprecedented aroylation at the ortho C–H bond with respect to a directing group has been accomplished via a Pd(II)-catalyzed cross dehydrogenative coupling approach using alkylbenzene as the synthetic equivalent of an aroyl moiety. The reaction proceeds through sequential C–C and C–O bond making at the expense of four consecutive C–H bond cleavages (three sp3 benzylic C–H’s and one sp2 arene C–H) to selectively install an aroyl functionality at the proximal site of substrates containing various directing groups.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:113902
Deposited On:30 Apr 2018 12:20
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