96272-65-0Relevant academic research and scientific papers
A convenient approach for the synthesis of substituted pyrroles by using phosphoric acid as a catalyst and their photophysical properties
Ai, Liankun,Ibrahim, Yusuf Ajibola,Li, Baolin,Li, Jiahui
, (2021/12/21)
Twenty-three new pyrrole compounds aside from six knowns, including the synthetically challenging tetra- and penta-substituted pyrroles from the corresponding 1,4-dicarbonyl through Paal-Knorr synthesis in the presence of 5% phosphoric acid as the catalyst. Our method is noteworthy for cheap catalyst, uncomplicated experimental setup under air atmosphere, scalability, and excellent yields. The fluorescence of some selected pyrroles was investigated in dilute solution, and we found that all novel pyrroles emit strong blue fluorescences with considerable Stokes shifts.
The Paal-Knorr reaction revisited. A catalyst and solvent-free synthesis of underivatized and N-substituted pyrroles
Cho, Hyejin,Madden, Richard,Nisanci, Bilal,T?r?k, Bla
, p. 1088 - 1099 (2015/03/04)
A new, modified synthesis of pyrroles is described. The reaction of 2,5-hexandione with a variety of amines yielded the expected pyrrole analogues in excellent yields. The reactions were carried out under the ultimate green conditions excluding both catalyst and solvent applying simple stirring at room temperature. The variety of amines include aqueous ammonium hydroxide for the synthesis of pyrroles with a free NH group, and benzylamines, anilines and phenylene-diamines for the synthesis of several N-derivatized pyrroles. The reaction also occurs efficiently with a variety of 1,4-diketones, although the reaction rates and yields are lower for the diketones that do not possess terminal methyl group(s). This journal is
Synthesis of tetrasubstituted pyrroles from terminal alkynes and imines
Hu, Yancheng,Wang, Chunxiang,Wang, Dongping,Wu, Fan,Wan, Boshun
supporting information, p. 3146 - 3149 (2013/07/26)
Tetrasubstituted pyrroles can be obtained via the reaction of terminal alkynes and imines using nBuLi as the base in one step with high chemoselectivity (method 1). Alternatively, the intermediate propargylamines can also react with imines to afford tetrasubstituted pyrroles when using LiHMDS as the base (method 2), which provides a complementary method to construct the pyrroles with different substituents.
Catalytic deprotonative functionalization of propargyl silyl ethers with imines
Naka, Hiroshi,Koseki, Daiki,Kondo, Yoshinori
experimental part, p. 1901 - 1906 (2009/08/07)
A metal-free, catalytic C-H functionalization of propargyl silyl ethers with imines using the phosphazene base (t-Bu-P4 base) provides structurally defined multisubstituted pyrroles in modest to excellent yields under mild conditions. A one-pot, three-component reaction using silylated acetylenes, aldehydes, and imines is also presented.
