3042-21-5Relevant articles and documents
The first chemoselective synthesis of functionalized 3-vinylpyrroles
Trofimov, Boris A.,Demenev, Andrey P.,Sobenina, Lyubov' N.,Mikhaleva, Al'bina I.,Tarasova, Ol'ga A.
, p. 3501 - 3503 (2003)
3-(1-Alkylthio-2-cyano-2-X-ethenyl)pyrroles (X=CN, CONH2, CO2Et) have been synthesized in 28-58% yields by the reaction of pyrrole-3-carbodithioates with CH-acids (malononitrile, cyanoacetamide, cyanoacetate) in the KOH-DMSO system.
A robust NNP-type ruthenium (II) complex for alcohols dehydrogenation to esters and pyrroles
Chai, Huining,Zhang, Guangyao,Tan, Weiqiang,Ma, Jiping
, (2019/12/03)
A Ru (II) complex bearing pyridyl-based benzimidazole-phosphine tridentate NNP ligand was synthesized and structurally characterized by NMR, IR. The complex can efficiently and selectively catalyze the acceptorless dehydrogenation of primary alcohols to esters under relatively mild conditions and the synthesis of pyrroles by means of the reactions of secondary alcohols and β-amino alcohols through acceptorless deoxygenation condensation.
Visible-Light Photocatalytic Preparation of 1,4-Ketoaldehydes and 1,4-Diketones from α-Bromoketones and Alkyl Enol Ethers
García-Santos, William H.,Mateus-Ruiz, Jeferson B.,Cordero-Vargas, Alejandro
supporting information, p. 4092 - 4096 (2019/06/17)
A Ru2+-photocatalyzed, visible-light-mediated ATRA reaction for the straightforward preparation of 1,4-ketoaldehydes, 1,4-diketones, and 1,4-ketoesters, which are of difficult access by other means, is reported herein. This method employs readily accessible α-bromoketones and alkyl vinyl ethers as starting materials, allowing the construction of secondary, tertiary, and challenging quaternary centers. In addition, the synthetic usefulness of this method is illustrated by applying it to the construction of substituted pyrroles.
General Transition Metal-Free Synthesis of NH-Pyrroles from Secondary Alcohols and 2-Aminoalcohols
Krasniqi, Besir,Geerts, Kayle,Dehaen, Wim
, p. 5027 - 5034 (2019/05/10)
A novel, transition metal-free and one-pot methodology to synthesize various substituted NH-pyrroles from readily available building blocks such as secondary alcohols and 2-aminoalcohols is described. The process is based on the venerable Oppenauer-Woodward oxidation, which uses benzophenone as an inexpensive reagent to achieve oxidation of secondary alcohols under mild condition to ketones, further in situ condensation with aminoalcohol, and oxidative cyclization to the target pyrrole ring. The reaction occurs under basic conditions, and features a broad substrate scope combined with very good tolerance for sensitive functional groups. This method can be used to synthesize various substituted pyrroles useful as a starting material for broad applications.