Azirinium ylides from α-diazoketones and 2H-azirines on the route to 2H-1,4-oxazines: three-membered ring opening vs 1,5-cyclization [PDF]
Beilstein Journal of Organic Chemistry, 2015 Strained azirinium ylides derived from 2H-azirines and α-diazoketones under Rh(II)-catalysis can undergo either irreversible ring opening across the N–C2 bond to 2-azabuta-1,3-dienes that further cyclize to 2H-1,4-oxazines or reversibly undergo a 1,5 ...
Nikolai V. Rostovskii +4 more
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Domino reactions of 2H-azirines with acylketenes from furan-2,3-diones: Competition between the formation of ortho-fused and bridged heterocyclic systems [PDF]
Beilstein Journal of Organic Chemistry, 2014 3-Aryl-2H-azirines react with acylketenes, generated by thermolysis of 5-arylfuran-2,3-diones, to give bridged 5,7-dioxa-1-azabicyclo[4.4.1]undeca-3,8-diene-2,10-diones and/or ortho-fused 6,6a,12,12a-tetrahydrobis[1,3]oxazino[3,2-a:3′,2′-d]pyrazine-4,10 ...
Alexander F. Khlebnikov +4 more
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Addition and Cycloaddition Reactions of Phosphinyl- and Phosphonyl-2H-Azirines, Nitrosoalkenes and Azoalkenes [PDF]
Molecules, 2009 An overview of the use of 2H-azirines, conjugated nitrosoalkenes and conjugated azoalkenes bearing phosphorus substituents in addition and cycloaddition reactions is presented, focused on strategies for the synthesis of aminophosphonate and ...
Américo Lemos
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Synthesis of New 2-Halo-2-(1H-tetrazol-5-yl)-2H-azirines via a Non-Classical Wittig Reaction [PDF]
Molecules, 2015 The synthesis and reactivity of tetrazol-5-yl-phosphorus ylides towards N-halosuccinimide/TMSN3 reagent systems was explored, opening the way to new haloazidoalkenes bearing a tetrazol-5-yl substituent.
Ana L. Cardoso +4 more
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Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination [PDF]
Beilstein Journal of Organic Chemistry, 2018 The reaction of enamine compounds with the Togni reagent in the presence of CuI afforded β-trifluoromethylated enamine intermediates, which were converted directly to biologically interesting trifluoromethylated 2H-azirines by an iodosobenzene (PhIO ...
Jiyun Sun +5 more
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Diastereoselective ZnCl2-Mediated Joullié-Ugi Three-Component Reaction for the Preparation of Phosphorylated N-Acylaziridines from 2H-Azirines. [PDF]
MoleculesWe disclose a direct approach to the diastereoselective synthesis of phosphorus substituted N-acylaziridines based on a one-pot ZnCl2-catalyzed Joullié–Ugi three-component reaction of phosphorylated 2H-azirines, carboxylic acids and isocyanides.
Allende J +4 more
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SynOpen, 2022 An efficient organo-photocatalytic method for the synthesis of tetrasubstituted pyrroles bearing a ketone, ester, alcohol, or nitro group at the 3-position has been developed.
Lalita Devi +3 more
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Light-induced synthesis of 2H-azirines and its applications in organic chemistry
Journal of Saudi Chemical Society2H-azirines have represented versatile building motifs in the domain of organic chemistry owing to their excellent reaction activity induced by the high strain of the three-membered ring species.
Shibo Lin +4 more
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3-Amino-2H-azirine, Moleküle mit vielfältigen Reaktionsmöglichkeiten
CHIMIA, 1979 3-Amino-2H-azirines, cyclic three-membered amidines with an estimated ring strain of about 200 kJ/mole, undergo a variety of reactions. Thereby, each of the azirine bonds can be broken: Thermolysis leads to the rupture of the C(2),C(3)-bond, with strong
Heinz Heimgartner
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Cobalt catalyst with exclusive metal-centered chirality for asymmetric photocatalysis [PDF]
Nature CommunicationsFor decades, progress in chiral transition metal catalysis has been closely linked to the design of tailor-made chiral ligands. Recently, an alternative to this conventional paradigm has emerged in which the overall chirality of the catalysts arises ...
Su-Yang Yao +7 more
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