Journal ArticleDOI
A convenient one-pot synthesis of n-aryl-3-pyrrolines
TLDR
In this paper, N -propargylanilines, under one-pot homologation conditions, undergo an in situ cyclisation catalysed by Cu(I) to yield 3-pyrrolines in good yield.About:
This article is published in Tetrahedron Letters.The article was published on 1999-08-27. It has received 18 citations till now. The article focuses on the topics: Yield (chemistry) & One-pot synthesis.read more
Citations
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Journal ArticleDOI
Synthesis and Reactivity of Propargylamines in Organic Chemistry
TL;DR: The different synthetic approaches to synthesize propargylamines, such as A3 couplings and C-H functionalization of alkynes, have been described and organized on the basis of the catalysts employed in the syntheses.
Journal ArticleDOI
Synthesis of 3-pyrrolines, annulated 3-pyrrolines, and pyrroles from alpha-amino allenes.
R K Dieter,H Yu +1 more
TL;DR: In this article, Palladium-catalyzed cyclization of α-amino allenes affords either the pyrroline or pyrrole depending on reaction conditions and provides for introduction of an aryl substituent at the C-3 position of the α-amerino allene.
Journal ArticleDOI
Cyclisation versus 1,1-Carboboration: Reactions of B(C6F5)3 with Propargyl Amides
Rebecca L. Melen,Max M. Hansmann,Max M. Hansmann,Alan J. Lough,A. Stephen K. Hashmi,Douglas W. Stephan +5 more
TL;DR: 1,1-carboboration is favoured as a result of the increased steric hindrance (1,3-allylic strain) in the 5-alkylidene-4,5-dihydrooxazolium borate species.
Journal ArticleDOI
Reaction of α-(N-Carbamoyl)alkylcuprates with Enantioenriched Propargyl Electrophiles: Synthesis of Enantioenriched 3-Pyrrolines
TL;DR: The synthetic sequence proceeds under optimal conditions with no loss of enantiopurity relative to the starting propargyl alcohols prepared by asymmetric addition of terminal alkynes to aldehydes.
Journal ArticleDOI
Synthesis and biological evaluation of (2,5-dihydro-1H-pyrrol-1-yl)-2H-chromen-2-ones as free radical scavengers
Anna Balabani,Dimitra Hadjipavlou-Litina,Konstantinos E. Litinas,Maria Mainou,Crystal-Catherine Tsironi,Anastasia Vronteli +5 more
TL;DR: The allylation of aminocoumarins in the presence of excess of anhydrous K(2)CO(3) and allyl bromide to diallylaminocOUmarins is described and most of them were found to be potent lipid peroxidation inhibitors in vitro.
References
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Journal ArticleDOI
N-2,3-Butadienyl-1,4-butanediamine derivatives: potent irreversible inactivators of mammalian polyamine oxidase.
Journal ArticleDOI
Topological selectivity in the intramolecular [4 + 1] pyrroline annulation. Formal total stereospecific synthesis of (.+-.)-supinidine, (.+-.)-isoretronecanol, and (.+-.)-trachelanthamidine
Tomas Hudlicky,James O. Frazier,Gustavo Seoane,Mark. Tiedje,Ana. Seoane,Lawrence D. Kwart,Chris. Beal +6 more
Journal ArticleDOI
General synthetic access to α-allenyl amines and α-allenyl-α-aminoacids as potential enzyme activated irreversible inhibitors of PLP dependent enzymes
TL;DR: The corresponding derivative of GABA, putrescine and phenylalanine have been found to be irreversible and time dependent inhibitors of GABA-T, ODC and bacterial AADC, respectively.
Journal ArticleDOI
3-Pyrroline N-oxide bis(carbamate) tumor inhibitors as analogues of indicine N-oxide.
TL;DR: The 2,3-bis[[(N-methylcarbamoyl)oxy]methyl]-3-pyrroline 1-oxide 5 was synthesized and tested in the murine P388 lymphocytic leukemia model and showed significant reproducible activity and was more potent than indicine N-oxide.
Related Papers (5)
Synthesis of Functionalized Δ3-Pyrrolines via a Ag(I)-Catalyzed Cyclization of Amino Acid Derived Allenes
Branko Mitasev,Kay M. Brummond +1 more