A one-pot synthesis of 1-arylalka-1,3-diynes by sequential acetylene zipper and Sonogashira reactions
β Scribed by Irina A. Balova; Svetlana N. Morozkina; David W. Knight; Sergei F. Vasilevsky
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 129 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
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.
π SIMILAR VOLUMES
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 cou
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