103166-35-4Relevant academic research and scientific papers
Synthesis of Tetrasubstituted Pyrroles from Homopropargylic Amines via a Sonogashira Coupling/Intramolecular Hydroamination/Oxidation Sequence
Wang, Chan,Huang, Kaimeng,Wang, Junying,Wang, Hongkai,Liu, Lingyan,Chang, Weixing,Li, Jing
, p. 2795 - 2802 (2015)
A one-pot reaction of homopropargylic amines and aryl iodides was developed in the presence of a palladium (Pd) catalyst and generated a series of tetrasubstituted pyrrole derivatives in good to high yields. This process involved a Sonogashira, intramolecular hydroamination, cyclization and oxidation sequence of reactions.
Enone-alkyne reductive coupling: A versatile entry to substituted pyrroles
Thompson, Benjamin B.,Montgomery, John
, p. 3289 - 3291 (2011/09/13)
The reductive coupling of enones or enals with alkynes, followed by olefin oxidative cleavage and Paal-Knorr cyclization, provides a versatile entry to a variety of pyrrole frameworks. A number of limitations of alternate entries to the requisite 1,4-dica
Copper-catalyzed double N-vinylation of aromatic amines: An efficient synthesis of various substituted N-arylpyrroies
Liao, Qian,Zhang, Liyun,Wang, Fei,Li, Shutao,Xi, Chanjuan
experimental part, p. 5426 - 5431 (2010/11/18)
A simple and efficient approach to various substituted N-arylpyrroles has been developed. The method is based on the copper-catalyzed sequential inter- and intramolecular Nvinylation of aromatic amines. The reactions proceed to afford substituted N-arylpyrroles in good-to-excellent yields using CuI as the precatalyst, iBuONa as the base, and N1,N2dimethylethane- l,2-diamine (DMEDA) as the ligand. Ani-lines with electron-donating and -withdrawing substituents as well as a heteroaromatic amine performed very well under the conditions used. Tri- and tetrasubstituted dienyl diiodides also performed well under the reaction conditions and afforded the corresponding substituted N-arylpyrroles in good yields, Products were also obtained in high yields with CuBr or CuCl as precatalyst.
