1315475-90-1Relevant academic research and scientific papers
Using Anilines as Masked Cross-Coupling Partners: Design of a Telescoped Three-Step Flow Diazotization, Iododediazotization, Cross-Coupling Process
Teci, Matthieu,Tilley, Michael,McGuire, Michael A.,Organ, Michael G.
, p. 17407 - 17415 (2016/11/23)
The conversion of commercially available anilines into biaryl and biarylacetylene products was realized by using a telescoped, three-reactor flow diazotization/iododediazotization/cross-coupling process. The segmented flow stream created by off-gassing during the Sandmeyer sequence was restored to a continuous column of reaction solution by using a specially designed continuous-flow unit controlled by custom software created in-house. The resultant aryl iodide was then combined with a stream of cross-coupling solution that fed into the final reactor. The system proved versatile as modifications to the diazotization/iododediazotization sequence could be made rapidly to account for any substrate specificity (e.g., solubility problems), leading to a wide substrate scope of Suzuki–Miyaura and Sonogashira cross-coupled products.
Copper-catalyzed C(sp2)-C(sp) Sonogashira-type cross-coupling reactions accelerated by polycyclic aromatic hydrocarbons
Xu, Wei,Yu, Bo,Sun, Huaming,Zhang, Guofang,Zhang, Weiqiang,Gao, Ziwei
, p. 353 - 356 (2015/06/02)
Copper-catalyzed Sonogashira-type reactions were dramatically accelerated by introducing a catalytic amount of polycyclic aromatic hydrocarbon additive. This novel catalytic system features low copper loading (0.5mol% Cu 5mol%), broad reaction scope a
A Suzuki-type cross-coupling reaction of arylacetylene halides with arylboronic acids
Shi, Yu,Li, Xiaoyu,Liu, Jianhui,Jiang, Wenfeng,Sun, Licheng
experimental part, p. 514 - 520 (2012/04/04)
A PdCl2-catalyzed direct alkynylation of arylboronic acids to give diarylacetylenes is described. The optimal conditions using PdCl 2 as catalyst, MeOH-PhMe-H2O as solvent and K 2CO3 as base effectively suppressed the formation of homo-coupling product and afforded moderate to good yield of the desired unsymmetrical coupling product. This reaction represents a Suzuki-type sp 2(C-B)-sp(C-X) cross-coupling. Copyright
