855-31-2Relevant articles and documents
Generation of Aryllithium Reagents from N -Arylpyrroles Using Lithium
Ozaki, Tomoya,Kaga, Atsushi,Saito, Hayate,Yorimitsu, Hideki
, p. 3019 - 3028 (2021/06/02)
Treatment of 1-aryl-2,5-diphenylpyrroles with lithium powder in tetrahydrofuran at 0 °C results in the generation of the corresponding aryllithium reagents through reductive C-N bond cleavage.
A general approach to arylated furans, pyrroles, and thiophenes
Zheng, Qingwei,Hua, Ruimao,Jiang, Jianhua,Zhang, Lei
, p. 8252 - 8256 (2015/03/05)
A general and practical synthetic method for aryl-substituted five-membered heterocycles has been developed. In the presence of KOH (30%), 1,4-diaryl-1,3-butadiynes undergo the cyclocondensation reaction with water, primary amines, and Na2S·9H2O in DMSO at 80 °C to afford 2,5-diarylfurans, 1,2,5-trisubstituted pyrroles, and 2,5-diarylthiophenes in good to high yields. Further studies have disclosed that aryl-substituted five-membered heterocycles can be also synthesized by a one-pot, two-step strategy from the terminal alkynes in DMSO firstly catalyzed by CuCl, and then via addition of KOH to promote the cyclocondensation of 1,3-butadiynes generated in situ.
CuCl-catalyzed cycloaddition of 1,3-butadiynes with primary amines: An atom-economic process for synthesis of 1,2,5-trisubsituted pyrroles
Zheng, Qingwei,Hua, Ruimao
supporting information; experimental part, p. 4512 - 4514 (2010/10/02)
1,3-Butadiynes underwent inter- and intramolecular double hydroamination with primary amines in the presence of CuCl at 100°C to afford 1,2,5-trisubsituted pyrroles in good to high yields.