32570-17-5Relevant academic research and scientific papers
ORTHO SUBSTITUTED PHENYLPYRAZOLO- AND PHENYLPYRROLO-PYRIDAZINE DERIVATIVES HAVING MULTIMODAL ACTIVITY AGAINST PAIN
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, (2019/09/30)
The present invention relates to ortho substituted phenylpyrazolo- and pyrrolo-pyridazine derivatives having dual pharmacological activity towards both the α2δ subunit, in particular the α2δ-1 subunit, of the voltage-gated calcium channel and the μ-opioid
Indium-Catalyzed Formal N-Arylation and N-Alkylation of Pyrroles with Amines
Yonekura, Kyohei,Oki, Kenji,Tsuchimoto, Teruhisa
, p. 2895 - 2902 (2016/09/16)
Under indium Lewis acid catalysis, a nitrogen atom of N-unsubstituted pyrroles was replaced with a nitrogen atom of primary amines, thereby producing N-aryl- and N-alkylpyrroles. This system formally introducing such carbon frameworks to the pyrrole nitrogen atom shows unique selectivity: only the H?N(pyrrolyl) unit undergoes the N-arylation and N-alkylation even in the coexistence of a similar H?N(indolyl) part; and an aryl–halogen bond remains intact. These are clearly different from the typical method depending on the C?N(pyrrolyl) bond-forming reaction with organic halides as substrates. From a viewpoint of pyrrole N-protection–deprotection chemistry, worth noting is that a methyl group on the pyrrole nitrogen atom can be removed, albeit in a formal way. (Figure presented.).
Indium-mediated one-pot pyrrole synthesis from nitrobenzenes and 1,4-diketones
Lee, Hyunseung,Kim, Byeong Hyo
, p. 6698 - 6708 (2013/07/26)
One-pot reduction-triggered heterocyclizations of nitrobenzene derivatives with 1,4-diketones were investigated. In the presence of indium/AcOH in toluene at 80 C, reaction of nitrobenzenes with 2,5-hexadione produced moderate to excellent yields (40-98%)
Zinc tetrafluoroborate-catalysed synthesis of highly substituted pyrroles by a solvent-free reaction
Ranu, Brindaban C.,Ghosh, Sudip,Das, Arijit
, p. 220 - 221 (2007/10/03)
A simple and highly efficient synthesis of penta- and tri-substituted pyrroles has been developed using the Paal-Knorr reaction catalysed by aqueous zinc tetrafluoroborate at room temperature under solvent-free conditions.
2,5-dimethylpyrrole protection facilitates copper(I)-mediated methoxylations of aryl iodides in the presence of anilines
Ragan, John A.,Makowski, Teresa W.,Castaldi, Michael J.,Hill, Paul D.
, p. 1599 - 1603 (2007/10/03)
Converting iodoanilines to the corresponding 2,5-dimethylpyrroles was found to facilitate CuCI-mediated methoxide substitution. Examples with ortho-, meta-, or para-relationships between the iodide and aniline are presented. Several other aniline blocking groups were investigated and found not to be successful in this sequence.
Sterically Hindered N-Aryl Pyrroles: Chromatographic Separation of Enantiomers and Barriers to Racemization
Vorkapic-Furac, Jasna,Mintas, Mladen,Burgemeister, Thomas,Mannschreck, Albrecht
, p. 713 - 718 (2007/10/02)
The novel N-aryl-2,5-dimethylpyrrole-3-carbaldehydes (1)-(7) have been synthesized by condensation of hexane-2,5-dione with the appropriate aniline and subsequent Vilsmeier-Haack formylation of the pyrrole ring.Diastereoisomeric association complexes of t
