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  • Pd-catalyzed decarboxylative coupling of propiolic acids: one-pot synthesis of 1,4-disubstituted 1,3-diynes via Sonogashira-homocoupling sequence.

Pd-catalyzed decarboxylative coupling of propiolic acids: one-pot synthesis of 1,4-disubstituted 1,3-diynes via Sonogashira-homocoupling sequence.

The Journal of organic chemistry (2011-03-05)
Jihye Park, Eonjeong Park, Aejin Kim, Seul-A Park, Youngil Lee, Ki-Whan Chi, Young Hoon Jung, In Su Kim
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.

MATERIALS
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Product Description

Sigma-Aldrich
Propiolic acid, 95%