Journal
TETRAHEDRON LETTERS
Volume 51, Issue 47, Pages 6189-6191Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.09.101
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Funding
- Russian Federation [NSH 3230-2010.3]
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O-2-(Acyl)vinylketoximes (freshly prepared from ketoximes and acylacetylenes in the presence of Ph3P as catalyst in up to 83% yields) rearrange upon heating (125-150 degrees C) to give 2- or 3-acylpyrroles, wherein the positions of the acyl substituents do not correspond to known O-vinyloxime rearrangements: the chemo- and regioselectivity of the rearrangements depend on the reaction conditions. The described rearrangement enables syntheses of previously inaccessible substituted 2- or 3-acylpyrroles. (C) 2010 Elsevier Ltd. All rights reserved.
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