๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

One-pot synthesis of 1,4-diarylsubstituted 1,3-diynes from the sequential coupling reactions of aryl iodides and propiolic acid

โœ Scribed by Yong Kim; Ahbyeol Park; Kyungho Park; Sunwoo Lee

Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
645 KB
Volume
52
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

โœฆ Synopsis

1,4-Disubstituted 1,3-dialkynes were obtained from the one-pot palladium/copper-catalyzed coupling reactions of aryl iodide and propiolic acid. The optimized catalytic system consisted of 5.0 mol % Pd(PPh 3 ) 2 Cl 2 , 10 mol % dppb, 10 mol % CuI, 2.4 equiv of DBU, and 1.2 equiv of K 2 CO 3 . The coupling reaction was carried out at 30 ยฐC for 6 h and subsequently at 80 ยฐC for 3 h.

๐Ÿ“œ SIMILAR VOLUMES

A one-pot synthesis of 1-arylalka-1,3-di
A one-pot synthesis of 1-arylalka-1,3-diynes by sequential acetylene zipper and Sonogashira reactions
โœ Irina A. Balova; Svetlana N. Morozkina; David W. Knight; Sergei F. Vasilevsky ๐Ÿ“‚ Article ๐Ÿ“… 2003 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 129 KB

1,3-Diynes, formed in situ by base-induced acetylene zipper reactions, following anion quenching with water, undergo smooth Sonogashira-type couplings with functionalized aryl iodides, to give good overall yields of 1-arylalka-1,3-diynes.