Organic Chemistry

Connecting Remote C–H Bond Functionalization and Decarboxylative Coupling Using Simple Amines

Abstract

The manuscript describes a Pd-catalyzed reaction of benzylic electrophiles that gives para-substituted arene products. Mechanistic studies suggest a mechanism involving a dearomative C–C bond-forming step, followed by base-mediated rearomatization. This mechanism is uncommon and underappreciated in Pd-catalysis and further exploitation of this mechanism should enable access to other organic molecules.

Version notes

Initial submission prior to peer review

Content

Thumbnail image of C–H Functionalization Submit.pdf
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Supplementary material

Thumbnail image of SI 1 Experimental C-H functionalization.pdf
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SI 1 Experimental C-H functionalization
Thumbnail image of SI 2 NMR Spectra.pdf
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SI 2 NMR Spectra
Thumbnail image of SI 3 Computational C-H Functionalization.pdf
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SI 3 Computational C-H Functionalization