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The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
Published on: April 10, 2015
Ruthenium(II)-Catalyzed C-H Functionalizations with Allenes: Versatile Allenylations and Allylations
Sachiyo Nakanowatari1, Lutz Ackermann2
1Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077 Göttingen (Germany).
Abstract:
Ruthenium(II)-catalyzed direct C-H functionalization of aromatic compounds with allenes was achieved under exceedingly mild reaction conditions to yield trisubstituted allenes. The reactions of N-methoxybenzamides proceeded smoothly in an isohypsic fashion at ambient temperature with high chemo- and regioselectivity, thereby providing a versatile means of accessing trisubstituted allenes. Detailed mechanistic studies were suggestive of a kinetically relevant C-H metalation step, which occurs by the assistance of a carboxylate moiety; this also set the stage for unprecedented C-H allylations with removable directing groups in a step-economical fashion.
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