1188414-02-9Relevant articles and documents
Copper-catalyzed preparation of γ-alkylidenebutenolides and isocoumarins under mild palladium-free conditions
Inack-Ngi, Samuel,Rahmani, Raphael,Commeiras, Laurent,Chouraqui, Gaelle,Thibonnet, Jerome,Duchene, Alain,Abarbri, Mohamed,Parrain, Jean-Luc
, p. 779 - 788 (2009)
A general and efficient copper(I)-catalyzed cross-coupling and heterocyclization reaction of terminal alkynes and β-iodo-α,β- unsaturated acid derivatives has been developed under very mild conditions. This method provides easy access from good to excellent yields of a variety of 5-ylidenebutenolides and 3-substituted isocoumarins with excellent regio- and stereoselectivity. This procedure does not require the use of any expensive supplementary additives, and is palladium-free.
Pd/C-Cu mediated direct and one-pot synthesis of γ-ylidene butenolides
Rambabu,Bhavani,Nalivela, Kumara Swamy,Mukherjee, Soumita,Rao, M.V. Basaveswara,Pal, Manojit
, p. 2151 - 2155 (2013/04/24)
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 γ-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.