1439552-90-5Relevant academic research and scientific papers
Pd-Catalyzed Triple-Fold C(sp2)-H Activation with Enaminones and Alkenes for Pyrrole Synthesis via Hydrogen Evolution
Fu, Leiqing,Liu, Yunyun,Wan, Jie-Ping
, p. 4363 - 4367 (2021/06/27)
The synthesis of NH-free pyrroles via Pd-catalyzed annulation of enaminones and alkenes is reported. With the catalysis of Pd(II), the activation of triple C(sp2)-H bonds, including one internal C(sp2)-H bond in enaminone, has been activated to provide various pyrroles. The interesting evolution of hydrogen gas from the reactions has been observed by a hydrogen detector.
Direct synthesis of 2,3,5-trisubstituted pyrroles: via copper-mediated one-pot multicomponent reaction
He, Jian-Ping,Huang, Guo-Sheng,Luo, Nan,Zhan, Zhen-Zhen,Zhang, Ming-Ming
, p. 9831 - 9835 (2021/01/05)
We have developed a copper-mediated one-pot synthesis of 2,3,5-trisubstituted pyrroles from 1,3-dicarbonyl compounds and acrylates using ammonium acetate as a nitrogen source. The reaction achieves C-C and C-N bond formation and provides an efficient approach to access highly functionalized pyrroles without further raw material preparation. This method is operationally simple, compatible with a wide range of functional groups, and provides the target products in moderate to good yields. This journal is
Catalyst control in positional-selective C-H alkenylation of isoxazoles and a ruthenium-mediated assembly of trisubstituted pyrroles
Kumar, Pravin,Kapur, Manmohan
supporting information, p. 2134 - 2138 (2019/03/26)
High levels of catalyst control are demonstrated in determining the positional selectivity in C-H alkenylation of isoxazoles. A cationic rhodium-mediated, strong-directing group promotes C(sp2)-H activation at the proximal aryl ring whereas, the palladium-mediated electrophilic metallation leads to the C(sp2)-H activation at the distal position of the directing group. Synthetic elaboration of this C-H alkenylation product via ruthenium and copper co-catalysis leads to an efficient method for the assembly of densely substituted pyrroles.
Formation and aromatization of strained bicyclic pyrazolidines via tandem reaction of alkyl 2-aroyl-1-chlorocyclopropanecarboxylates with acylhydrazones
Huang, Zhimei,Hu, Junhao,Gong, Yuefa
supporting information, p. 8561 - 8566 (2015/08/06)
A base-promoted reaction between alkyl 2-aroyl-1-chlorocyclopropanecarboxylates and acylhydrazones is described. In common solvents, the reactions proceed smoothly under mild conditions, providing mainly the formal substitution product 3, as well as a little amount of the formal [3 + 2] cycloaddition product 4. This strained bicyclic pyrazolidine 4, however, became the predominant product in DMSO. Moreover, a novel aromatization process of the fused pyrazolidine 4 into 2,3,5-trisubstituted pyrrole has been successfully achieved in excellent yield via treatment with a HCl-pyridine system.
Direct synthesis of pyrroles via 1,3-dipolar cycloaddition of azomethine ylides with ynones
Wang, Zheng,Shi, Ying,Luo, Xiaoyan,Han, De-Man,Deng, Wei-Ping
, p. 1742 - 1745 (2013/06/27)
A direct and facile synthesis of multi-substituted pyrroles via AgOAc-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with ynones is developed, providing the corresponding adducts in moderate to high yields (up to 89%).
