905971-72-4Relevant articles and documents
Cu-Catalyzed Cascade Cyclization of Ketoxime Acetates and Alkynals Enabling Synthesis of Acylpyrroles
Xu, Zhenhua,Xian, Ning,Chen, Hongbiao,Deng, Guo-Jun,Huang, Huawen
, p. 1175 - 1180 (2021/05/06)
A facile copper-based catalytic system has been developed to enable efficient cyclization of methylketoximes and alkynals. This protocol provides a viable entry to synthetically and pharmaceutically useful 2-acylpyrroles with a broad range of compatible functionalities. Mechanistically, a key acyl migration is probably involved that leads to the formation of N-acyl pyrroles or otherwise NH pyrroles by further hydrolysis. More importantly, the present reaction system also gives an opportunity to realize three-component pyrrole assembly by simple addition of carboxylic acid.
Nickel-Catalyzed Double Dehydrogenative Coupling of Secondary Alcohols and β-Amino Alcohols to Access Substituted Pyrroles
Alanthadka, Anitha,Bera, Sourajit,Vellakkaran, Mari,Banerjee, Debasis
, p. 13557 - 13564 (2019/10/16)
Herein, we demonstrate the first nickel-catalyzed double dehydrogenative condensation of secondary alcohols and β-amino alcohols in one pot to the pyrrole derivatives. A series of 2,5- and 2,3,5-substituted pyrroles were obtained in ≤83% yield, releasing
Catalytic C-Alkylation of Pyrroles with Primary Alcohols: Hans Fischer's Alkali and a New Method with Iridium P,N,P-Pincer Complexes
Koller, Sebastian,Blazejak, Max,Hintermann, Lukas
, p. 1624 - 1633 (2018/04/24)
Hydrogen-autotransfer alkylation (HAT or “borrowing-hydrogen” alkylation) of heteroaromatic compounds has been studied with a range of substrates recently, but pyrroles have been largely absent from such studies. The conditions for HAT alkylations of pyrroles were investigated under a variety of conditions and were found to take place under basic alcoholic conditions (Hans Fischer alkylation) in the absence of transition-metal catalysts; by means of a heterogeneous Pd/C catalyst in the presence of base; and finally by means of homogeneous transition-metal catalysis combining a base and iridium pincer complexes generated in situ that have not previously been used in HAT alkylations of heterocycles.
