Furan forming reactions of cis-2-alken-4-yn-1-ones
Journal of Organic Chemistry, ISSN: 0022-3263, Vol: 70, Issue: 7, Page: 2576-2581
2005
- 41Citations
- 14Captures
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Metrics Details
- Citations41
- Citation Indexes41
- 41
- CrossRef37
- Captures14
- Readers14
- 14
Article Description
(Chemical Equation Presented) The cis-2-alken-4-yn-1-one, 1-phenyl-cis-2-penten-4-yn-1-one (cis-1), readily dimerizes on treatment with weak acid to give the 1,2-difurylethylenes, trans- and cis-1,2 di(2-(5-phenylfuryl))ethene (trans-1 and cis-2), in 62% and 23% yields, respectively. Trimerization of cis-1 to trans,trans-1,2,3-tri(2-(5-phenylfuryl) cyclopropane (4) occurred as a byproduct of treatment with weak acid. These reactions demonstrate the 2-furylcarbenoid reactivity of cis-2-alken-4-yn-1- ones. © 2005 American Chemical Society.
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