59086-11-2Relevant articles and documents
Palladium/Copper Dual Catalysis for the Cross-Coupling of Aryl(trialkyl)silanes with Aryl Bromides
Komiyama, Takeshi,Minami, Yasunori,Furuya, Yuki,Hiyama, Tamejiro
, p. 1987 - 1990 (2018)
Whereas aryl(trialkyl)silanes are considered to be ideal organometallic reagents for cross-coupling reactions owing to their stability, low toxicity, solubility, and easy accessibility, they are generally inert under typical cross-coupling conditions. Disclosed herein is a palladium/copper catalytic system that enables the cross-coupling of trimethyl, triethyl, tert-butyldimethyl, and triisopropyl aryl silanes with aryl bromides. This process is applicable to the sequential C?H and C?Si bond arylation of thiophenes and the synthesis of poly(thiophene–fluorene)s.
One-pot synthesis of unsymmetrical 1,3-butadiyne derivatives and their application in the synthesis of unsymmetrical 2,5-diarylthiophenes
Andrade, Camila B.,Carvalho, Diego B.,Trefzger, Ozildéia S.,Kassab, Najla M.,Guerrero, Palimécio G.,Barbosa, Sandro L.,Shiguemoto, Cristiane Y. K.,Baroni, Adriano C. M.
supporting information, p. 696 - 704 (2019/01/04)
A one-pot protocol was developed for the synthesis of unsymmetrical 1,3-butadiynes. The procedure is based on two sequential reactions: deprotection of R–C≡C–C≡C– C(Me)2OH derivatives in a retro-Favorskii reaction to furnish a terminal 1,3-butadiyne compound, which reacted with aryl iod-ides in a Sonogashira-type cross-coupling reaction catalyzed by Pd(PPh3)4 and CuI, using TBAOH as activator and toluene as solvent under reflux for 10 min. We also studied in situ thiocycli-zation of 1,3-butadiynes, leading to unsymmetrical 2,5-diaryl-thiophenes. The principal features of this method are operational simplicity, good substrate scope, very fast reaction, and high yields.
N-Heterocyclic carbene-Pd(II)-1-methylimidazole complex catalyzed C[sbnd]H bond arylation of (benzo)thiophenes with aryl chlorides
Yin, Shun-Chao,Zhou, Quan,He, Qian-Wei,Li, Shu-Wan,Qian, Peng-Cheng,Shao, Li-Xiong
, p. 427 - 431 (2017/01/13)
NHC-Pd(II)-Im complex showed efficient catalytic activity toward the direct C[sbnd]H bond arylation of (benzo)thiophenes with the challenging aryl chlorides. Under the suitable conditions, all reactions proceeded smoothly to give the desired C[sbnd]H bond