ChemInform Abstract: Ruthenium-Catalyzed ortho Vinylation of Aromatic Ketones with Alkynes: Unexpected Cyclopentannulation.
Abstract
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ChemInform Abstract
Various aromatic ketones give under treatment with alkynylsilanes in most cases ortho-vinylated products. The predominant geometry of the newly introduced double bond is E in all but a few cases. In contrast, 1-acetylnaphthalene undergoes a one-pot insertion sequence yielding cyclopenta[a]naphthalene derivatives. The reaction of bisacetylene (XIX) with 1-tetralone (XVIII) affords a product mixture containing diarylated silane (XXII) as single stereoisomer.
