Benzamides, hydroarylation with

An Ir(l)-catalyzed asymmetric intermolecular hydroarylation of norbornene with benzamide was reported in good to excellent enantiomeric excess, albeit in low yields, via the aryl C—H activation (Scheme 5.14). In some cases, the hydroami-nation products of norbornene were also formed in high enantioselectivities. 

Togni and co-workers firstly reported the Ir-catalyzed asymmetric inter-molecular hydroarylation of norbornene with benzamide (Scheme 5.59). The ortho C—H bond arylation product 174, clearly indicating that the amide group must interact with Ir center probably via the oxygen atom, was obtained... 

Scheme 5.59 Ir-catal) ed asymmetric intermolecular hydroarylation of nor-bornene with benzamide reported by Togni.

The ruthenium-catalysed hydroarylation of alkynes (151) with benzamides (150) has been reported to proceed regio- and stereo-selectively and is believed to involve the amide-directed ort/to-metallation, carbometallation of the alkyne, and protonolysis. Phenylazoles exhibit similar reactivity and regioselectivity. ... 

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