期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 21, 期 45, 页码 16246-16251出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201502785
关键词
allenes; allenylation; amides; CH Activation; ruthenium
资金
- European Research Council under the European Community [307535]
- Japanese Student Service Organization
Ruthenium(II)-catalyzed direct CH 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 CH metalation step, which occurs by the assistance of a carboxylate moiety; this also set the stage for unprecedented CH allylations with removable directing groups in a step-economical fashion.
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