15795-01-4Relevant academic research and scientific papers
Synthesis of molecular chains: Application of cross-coupling and bromo by iodo exchange reactions
Fernández-Hernández, Jesús M.,Cámara, Verónica,Vicente, José
, p. 5506 - 5512 (2015)
The synthesis of a series of molecular chains by use of C-S, C-N and C-Alkyne cross coupling, as well as bromo by iodo exchange reactions, has been reported. Two different types of chains R-C6H4-S-C6H4-CC-C6H4-NH-C6H4-Br, and R-C6H4-S-C6H4-NH-C6H4-CC-C6H4-Br (R=MeO, CN, NO2) could be obtained starting from the same thioether but applying different reaction sequences. Compounds R-C6H4-CC-C6H4-S-C6H4-NH-C6H4-Br were prepared from diaryl acetylenes after two bromo by iodo replacements alternated with a C-S and a C-N cross coupling.
Palladium-Catalyzed Desulfitative Cross-Coupling of Arylsulfonyl Hydrazides with Terminal Alkynes: A General Approach toward Functionalized Internal Alkynes
Qian, Liang-Wei,Sun, Mengli,Dong, Jianyu,Xu, Qing,Zhou, Yongbo,Yin, Shuang-Feng
supporting information, p. 6764 - 6769 (2017/07/15)
A palladium-catalyzed Sonogashira-type coupling between arylsulfonyl hydrazides and terminal alkynes via Ar(C)-S bond cleavage is disclosed, which enables the general synthesis of functionalized internal alkynes, especially the Br-substituted ones, in good to excellent yields under acid- and base-free conditions.
Pd-tetrahydrosalan-type complexes as catalysts for sonogashira couplings in water: Efficient greening of the procedure
Voronova, Krisztina,Homolya, Levente,Udvardy, Antal,Benyei, Attila C.,Joo, Ferenc
, p. 2230 - 2239 (2014/10/15)
New sulfonated tetrahydrosalen-type ligands and their water-soluble palladium(II) complexes have been synthesized. The palladium(II) complexes catalyze the Sonogashira coupling (23 examples) of various aryl halides (including chloroarenes) with terminal alkynes, with good to excellent conversions under mild conditions (80 °C, air, no CuI cocatalyst) in aqueous-organic mixtures and turnover frequencies of up to 2790 h -1. Under optimized reaction conditions to minimize environmental contamination, diphenylacetylenes can be isolated in 76-98 % yield. The aqueous catalyst solution can be recycled four times with decreasing activity; however, yields between 93 and 98 % can still be achieved with extended reaction times. Several water-insoluble products can be isolated in excellent yield by simple filtration and purification by washing with water; this method is used, for the first time, for this type of C - C coupling procedure.
