91025-67-1Relevant academic research and scientific papers
Flexible Construction of Functionalized-Pyrroles under Palladium or Copper Catalysis in the Presence of BF3 ? Et2O
Liu, Yin,Liu, Teng,Yan, Biwei,Wei, Kun,Guo, Wusheng
, p. 916 - 921 (2022/01/26)
We have developed a flexible approach enabling the access to highly functionalized pyrroles under palladium or copper catalysis in the presence of BF3 ? Et2O. This catalytic methodology utilizes commercially available amines as react
Synthesis of Multiple-Substituted Pyrroles via Gold(I)-Catalyzed Hydroamination/Cyclization Cascade
Li, Xiangdong,Chen, Ming,Xie, Xin,Sun, Ning,Li, Shi,Liu, Yuanhong
, p. 2984 - 2987 (2015/06/30)
A gold-catalyzed cascade hydroamination/cyclization reaction of α-amino ketones with alkynes to form substituted pyrroles has been developed. The method offers several advantages such as high regioselectivity with the tested cases, wide functional group tolerance, and easily accessible starting materials. The synthetic utility of the obtained pyrrole products was demonstrated by their efficient transformations to 2-vinylated pyrroles via gold-catalyzed intermolecular hydroarylation.
A novel indium-catalyzed three-component reaction: General and efficient one-pot synthesis of substituted pyrroles
Lin, Min,Hao, Lu,Ma, Rui-Da,Zhan, Zhuang-Ping
experimental part, p. 2345 - 2351 (2010/11/04)
A convenient and general approach towards the synthesis of substituted pyrroles from propargylic acetates, silyl enol ethers, and primary amines was described. This novel transformation was catalyzed by indium trichloride in a one-pot synthesis, and high
One-pot highly efficient synthesis of substituted pyrroles and N-bridgehead pyrroles by zinc-catalyzed multicomponent reaction
Liu, Xiao-Tao,Hao, Lu,Lin, Min,Chen, Li,Zhan, Zhuang-Ping
scheme or table, p. 3064 - 3072 (2010/09/06)
A convenient zinc(ii) chloride-catalyzed regioselective propargylation/amination/cycloisomerization process has been developed for the synthesis of substituted pyrrole derivatives from propargylic acetates, enoxysilanes and primary amines. Various aromati
Thiazolium-catalyzed additions of acylsilanes: A general strategy for acyl anion addition reactions
Mattson, Anita E.,Bharadwaj, Ashwin R.,Zuhl, Andrea M.,Scheidt, Karl A.
, p. 5715 - 5724 (2007/10/03)
A strategy utilizing N-heterocyclic carbenes (NHCs) derived from thiazolium salts has been developed for the generation of carbonyl anions from acylsilanes. Synthetically useful 1,4-diketones and N-phosphinoyl-α- aminoketones have been prepared in good to excellent yields via NHC-catalyzed additions of acylsilanes to the corresponding α,β-unsaturated systems and N-phosphinoylimines. These organocatalytic reactions are air- and water-tolerant methods to execute robust carbonyl anion addition reactions. Additionally, polysubstituted aromatic furans and pyrroles have been efficiently synthesized in a one-pot process using this carbonyl anion methodology. The addition of alcohols to the reaction renders the process catalytic in thiazolium salt. In an effort to synthesize a potential intermediate along the proposed reaction pathway, silylated thiazolium carbinols have been identified to provide good yields of carbonyl anion addition products when subjected to the standard reaction conditions in the presence of suitable electrophiles.
Catalytic multicomponent synthesis of highly substituted pyrroles utilizing a one-pot sila-stetter/paal-knorr strategy
Bharadwaj, Ashwin R.,Scheidt, Karl A.
, p. 2465 - 2468 (2007/10/03)
(Equation Presented) A multicomponent synthesis of highly substituted pyrroles catalyzed by thiazolium salts has been disclosed. The reaction employs an acyl anion conjugate addition reaction of acylsilanes (sila-Stetter) and unsaturated ketones to generate 1,4-dicarbonyl compounds in situ. The subsequent addition of various amines promotes a Paal-Knorr reaction, affording the desired pyrrole nucleus in an efficient one-pot process.
The Reactions of Monoalkylthio- or Monoarylthio-Substituted Cyclopropenium Salt with Nitrogen Nucleophiles: Formation of Polyfunctionally Substituted Pyrroles or Pyrazoles
Yoshida, Hiroshi,Utsumi, Fumitaka,Suzuki, Hideki,Ito, Satoru,Sakashita, Shin-ichi,et al
, p. 698 - 702 (2007/10/02)
The reactions of monoalkylthio- or monoarylthio-substituted cyclopropenium salt (1) with a number of secondary amines were studied.The amines, such as N-methylaniline, yielded indenes, whereas N-alkyl- or N-arylbenzylamines gave 1-alkyl or 1-aryl-2-phenyl
OXIDATION OF 1,2,3,4,6,-SUBSTITUTED PYRIDINIUM SALTS WITH FERRICYANIDE
Nesvadba, Petr,Kuthan, Josef
, p. 543 - 548 (2007/10/02)
Quaternary pyridiniun salts IIa-IId are oxidized with alkaline solution of potassium ferricyanide to give a mixture of pyrrole derivatives Ia-Ib and IVa-IVd.The quaternary salt IIeunder the same conditions affords a mixture of compouns IVe and V vhereas I
