4.4 Article

Rhodium-catalyzed rapid synthesis of substituted phenols from cyclobutenones and alkynes or alkenes via C-C bond cleavage

Journal

TETRAHEDRON LETTERS
Volume 48, Issue 16, Pages 2837-2839

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.02.091

Keywords

rhodium; catalyst; phenol; cyclobutenone; C-C bond cleavage

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A novel rhodium-catalyzed synthesis of substituted phenols by the ring-opening reaction of cyclobutenones with alkynes as well as electron-deficient alkenes has been developed. Both reactions involve C-C bond cleavage of cyclobutenones, and an (eta(4)- vinylketene)rhodium complex rather than a rhodacyclopenterione is considered to be a key intermediate. (c) 2007 Elsevier Ltd. All rights reserved.

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