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Reported herein is the rhodium(III)-catalyzed C-H activation of anilines bearing an N-isoquinolyl directing group for oxidative [3+2] annulation with four classes of internal alkynes, leading to atroposelective indole synthesis via dynamic kinetic annulation with C-N reductive elimination constituting the stereo-determining step. This reaction proceeds under mild conditions with high regio- and enantioselectivity and functional group compatibility., (© 2020 Wiley-VCH GmbH.)

Desymmetrization of gem-dimethyl groups en route to the rhodium(III)-catalyzed enantioselective sp 3 C-H amidation is reported. Synthetically important β-amino alcohol derivatives were accessed in moderate to good yields and high enantioselectivity. The high enantioselectivity is enabled by an appropriate oxime directing group, sterically biased gem-groups in the C-H substrate, and high reactivity of the amidating reagent., (© 2020 Wiley-VCH GmbH.)

The alkenylation reactions of 8-methylquinolines with alkynes, catalyzed by [{Cp*RhCl2}2], proceeds efficiently to give 8-allylquinolines in good yields by C(sp(3))-H bond activation. These reactions are highly regio- and stereoselective. A catalytically competent five-membered rhodacycle has been structurally characterized, thus revealing a key intermediate in the catalytic cycle., (© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)