Pd-Catalyzed Decarboxylative Coupling of Propiolic Acids: One-Pot Synthesis of 1, 4-Disubstituted 1, 3-Diynes via Sonogashira− Homocoupling Sequence

J Park, E Park, A Kim, SA Park, Y Lee…

Index: Park, Jihye; Park, Eonjeong; Kim, Aejin; Park, Seul-A; Lee, Youngil; Chi, Ki-Whan; Jung, Young Hoon; Kim, In Su Journal of Organic Chemistry, 2011 , vol. 76, # 7 p. 2214 - 2219

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Citation Number: 52

Abstract

One-pot synthesis of symmetric 1, 4-disubstituted 1, 3-diynes from iodoarenes and propiolic acid via Sonogashira reaction followed by Pd-catalyzed decarboxylative homocoupling is developed in high yields. Also, this system allows the one-pot synthesis of unsymmetric 1, 4- disubstituted 1, 3-diynes by cross-coupling of two different 3-substituted propiolic acids.