4.8 Article

Highly Regio- and Stereoselective Ruthenium(II)-Catalyzed Direct ortho-Alkenylation of Aromatic and Heteroaromatic Aldehydes with Activated Alkenes under Open Atmosphere

Journal

ORGANIC LETTERS
Volume 14, Issue 4, Pages 1134-1137

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol3000684

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Funding

  1. Indian Institute of Science Education and Research, Pune, India

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Various aromatic and heteroaromatic aldehydes reacted with activated alkenes in the presence of a catalytic amount of [{RuCl2(p-cymene)}(2)], AgSbF6, and Cu(OAc)(2)center dot H2O to give substituted alkene derivatives in a highly regio- and stereoselective manner. The corresponding alkene derivatives were further converted into unusual four-membered cyclic ketones or a polycyclic isochromanone derivative via a photochemical rearrangement. Notably, the catalytic reaction was conducted under an open atmosphere.

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