Selectivity in Metal-Catalyzed C–H Functionalizations

Selectivity in Metal-Catalyzed C–H Functionalizations

Ackermann, Lutz

Abstract:

Direct C–H bond functionalizations are highly attractive tools for an overall streamlining of organic chemistry, since these methods avoid the preparation and use of prefunctionalized starting materials. We have introduced carboxylates as catalytic additives for site-selective direct arylations and alkylations employing versatile ruthenium complexes, which were found to display complementary chemo- and site-selectivities as compared to palladium(0)- or copper(I) catalysts.3 Detailed mechanistic insight into the working mode of the working mode of the C–H bond ruthenation step set the stage for the development of rutheniumcatalyzed twofold C–H bond functionalizations as well as step-economical oxidative annulations of alkynes. These oxidative C–H bond functionalizations could be performed in an aerobic fashion with ambient air as the terminal oxidant, and provided atom- and step-economical access to various important bioactive heterocycles.

Direct C–H bond functionalizations are highly attractive tools for an overall streamlining of organic chemistry, since these methods avoid the preparation and use of prefunctionalized starting materials. We have introduced carboxylates as catalytic additives for site-selective direct arylations and alkylations employing versatile ruthenium complexes, which were found to display complementary chemo- and site-selectivities as compared to palladium(0)- or copper(I) catalysts.3 Detailed mechanistic insight into the working mode of the working mode of the C–H bond ruthenation step set the stage for the development of rutheniumcatalyzed twofold C–H bond functionalizations as well as step-economical oxidative annulations of alkynes. These oxidative C–H bond functionalizations could be performed in an aerobic fashion with ambient air as the terminal oxidant, and provided atom- and step-economical access to various important bioactive heterocycles.

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DOI: 10.5151/chempro-15bmos-1-Lutz_Ackermann_Abstract_15th_BMOS

Referências bibliográficas

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Como citar:

Ackermann, Lutz; "Selectivity in Metal-Catalyzed C–H Functionalizations", p-316-316. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-1-Lutz_Ackermann_Abstract_15th_BMOS