- Cyclization of 2-alkynylallyl alcohols to highly substituted furans by gold(I)-carbene complexes
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Various 2-alkynylallyl alcohols were synthesized by a generally applicable Sonogashira coupling protocol. Subsequent gold-catalyzed transformation was investigated. The use of AuI catalysts bearing carbene ligands, of either the N-heterocyclic carbene or nitrogen acyclic carbene type, delivered the desired products with low catalyst loadings and under very mild reaction conditions. A broad array of substrates was tested, including alkyl-, alkenyl-, and aryl-substituted alkynes, as well as substrates with two alkynyl moieties. The methodology turned out to have a broad scope. Secondary allyl alcohols were also tolerated, and the resulting trisubstituted furans could be isolated in high yields. Easily accessible 2-alkynylallyl alcohols were transformed into highly substituted furans under very mild reaction conditions by the use of gold(I)-carbene catalysts. A broad range of substrates could be transformed in high yields and within short reaction times.
- Hashmi, A. Stephen K.,Rudolph, Matthias,Rominger, Frank
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p. 667 - 671
(2011/03/22)
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- 2-SUBSTITUED-4-HYDROXYMETHYLTELLUROPHENES FROM ACETYLENIC EPICHLORHYDRINS AND SODIUM TELLURIDE
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2-Substitued-4-hydroxymethyltellurophenes and acetylenic allyl alcohols (enynols) are products from the action of sodium telluride on acetylenic epichlorohydrins.Variation in the degree of reduction of tellurium to telluride ion has a dramatic effect on the ratio of tellurophene to allyl alcohol, either of which may be obtained as the major product.
- Discordia, Robert P.,Dittmer, Donald C.
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p. 4923 - 4926
(2007/10/02)
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