53646-89-2Relevant academic research and scientific papers
Manganese-Catalyzed Multicomponent Synthesis of Pyrroles through Acceptorless Dehydrogenation Hydrogen Autotransfer Catalysis: Experiment and Computation
Borghs, Jannik C.,Azofra, Luis Miguel,Biberger, Tobias,Linnenberg, Oliver,Cavallo, Luigi,Rueping, Magnus,El-Sepelgy, Osama
, p. 3083 - 3088 (2019/01/09)
A new base metal catalyzed sustainable multicomponent synthesis of pyrroles from readily available substrates is reported. The developed protocol utilizes an air- and moisture-stable catalyst system and enables the replacement of themutagenic α-haloketones with readily abundant 1,2-diols. Moreover, the presented method is catalytic in base and the sole byproducts of this transformation are water and hydrogen gas. Experimental and computational mechanistic studies indicate that the reaction takes place through a combined acceptorless dehydrogenation hydrogen autotransfer methodology.
Development of an Amine-Catalyzed Regioselective Synthesis of Pyrroles
Kakaawla, Taban K.K.,Harrity, Joseph P.A.
supporting information, p. 201 - 203 (2018/01/17)
A regioselective synthesis of pyrroles has been devised through the cycloaddition of 1,3-oxazolium-5-olates and enamines. Product regiochemistry is controlled by the enamine substitution pattern. Moreover, an amine-catalyzed variant of this reaction allows aldehydes to be used directly as substrates for pyrrole synthesis.
Selective ruthenium-catalyzed three-component synthesis of pyrroles
Zhang, Min,Neumann, Helfried,Beller, Matthias
supporting information, p. 597 - 601 (2013/02/23)
It's a snap: A novel catalytic three-component coupling reaction using simple and easily available substrates leads to a wide range of substituted pyrroles with high regioselectively (see scheme; Xantphos=9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene). Copyright
The facile synthesis of 1,2,3-trisubstituted pyrroles from the reaction of chlorocarbenes with 1-azabuta-1,3-dienes
Romashin, Yuri N.,Liu, Michael T. H.,Bonneau, Roland
, p. 447 - 448 (2007/10/03)
1,2,3-Trisubstituted pyrroles have been synthesized in good yield from the reaction of chlorocarbenes with 1-azabuta-1,3-dienes.
Synthesis of 3-Phenylpyrroles by Hydride Reduction of 4-Hydroxypyrrolidin-2-ones
Hasegawa, Tadashi,Nakamura, Fuki,Moribe, Jun-ichi,Yoshioka, Michikazu
, p. 829 - 831 (2007/10/02)
3-Phenylpyrroles 2 were easily prepared in good yields by hydride reduction of 4-hydroxypyrrolidin-2-ones 1, which have been prepared in high yields from the photoreaction of N,N-dialkylbenzoylacetamides, with lithium aluminium hydride.
Pyrrole Annulation onto Aldehydes and Ketones via Palladium-Catalyzed Reactions
Trost, Barry M.,Keinan, Ehud
, p. 2741 - 2746 (2007/10/02)
α-Dicarbonyl systems reacted with vinylmagnesium bromide and acetic anhydride to give α-acetoxy-α-vinylalkanones.These substrates react with benzylamine in the presence of tetrakis(triphenylphosphine)palladium to give N-benzylpyrroles with substituents in the two and/or three position.The functiodifferentiated synthesis of α-dicarbonyl compounds from ketones makes this a pyrrole annulation onto any α-methylene carbonyl system.
