Pd/C-Cu mediated direct and one-pot synthesis of ¦Ã-ylidene butenolides

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• 作者：D. Rambabu^a ; S. Bhavani^b ; Kumara Swamy Nalivela^c ; Soumita Mukherjee^a ; M.V. Basaveswara Rao^d ; ; Manojit Pal^a ; ^{manojitpal@rediffmail.com}
• 关键词：Pd/C ; Coupling ; Cyclization ; Butenolides
• 刊名：Tetrahedron Letters
• 出版年：2013
• 出版时间：24 April, 2013
• 年：2013
• 卷：54
• 期：17
• 页码：2151-2155
• 全文大小：850 K

文摘

10 % Pd/C in combination with CuI, PPh₃, and Et₃N has been identified as an effective catalyst system for the coupling of (Z)-3-iodoacrylic acid with terminal alkynes in 1,4-dioxane leading to the one-pot synthesis of ¦Ã-ylidene butenolides. The methodology showed remarkable regio- and stereoselectivity as only the five-membered lactone ring products were formed with an exocyclic double bond possessing Z-geometry.