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Formation of Functionalized 2H-Azirines through PhIO-Mediated Trifluoroethoxylation and Azirination of Enamines

Organic Letters, 2013
A variety of enaminones and enamine carboxylic esters were converted to trifluoroethoxylated 2H-azirines through reactions with PhIO in trifluoroethanol (TFE). The cascade reaction is postulated to proceed via a PhIO-mediated oxidative trifluoroethoxylation and a subsequent azirination of the α-trifluoroethoxylated enamine intermediates.
Xiaoqian, Sun   +4 more
openaire   +2 more sources

Synthesis of 2-(Di/tri/tetraazolyl)-2 H-azirine-2-carboxylates by Halogen Substitution: Evidence for an SN2'-SN2' Cascade Mechanism.

Journal of Organic Chemistry, 2018
An effective and operationally simple method for the preparation of methyl 2-(di/tri/tetraazol-1-yl)-2 H-azirine-2-carboxylates from accessible methyl 2-halo-2 H-azirine-2-carboxylates and NH-azoles has been developed.
A. Agafonova   +5 more
semanticscholar   +1 more source

Wavelength-dependent photochemistry of 2-azidovinylbenzene and 2-phenyl-2H-azirine

Journal of Molecular Structure, 2018
Irradiation of 2-azidovinylbenzene (1) in a cryogenic argon matrix with a 254 nm bandpass filter results in 2-phenyl-2H-azirine (2) as the major product, some ketenimine 5, and a small amount of cis-1, whereas irradiation of vinyl azide 1 with light ...
Onyinye Osisioma   +3 more
semanticscholar   +1 more source

ChemInform Abstract: AZIRINE PHOTOCHEMISTRY

Chemischer Informationsdienst, 1977
AbstractÜbersicht.
openaire   +1 more source

AuBr3 -Catalyzed Chemoselective Annulation of Isocyanates with 2H-Azirine.

Chemistry, 2018
The chemoselective cyclization of isocyanates with 2H-azirine was achieved with AuBr3 as catalyst. This transfer sets the stage for the synthesis of aromatic oxazole-ureas in a tandem process.
Yufeng Wu   +8 more
semanticscholar   +1 more source

Enantioselective Reaction of 2H‐Azirines

Chemistry – An Asian Journal, 2019
Abstract2H‐Azirines are useful precursors for the synthesis of a variety of chiral aziridine and amine derivatives with a range of biological activities. Owing to the ring strain and the presence of a C=N double bond, 2H‐azirines are more reactive than other types of ketimine, and undergo a range of enantioselective reactions, including reduction and ...
openaire   +2 more sources

Azirines, aziridines and related compounds

1991
Publisher Summary This chapter reviews the most significant advances in azirine and aziridine chemistry. Synthesis of 2H-azirines is discussed. The thermal rearrangement of a vinylazide can proceed by 3,5 ring closure with elimination of N2 to afford a 2H-azirine.
openaire   +1 more source

Azirine photochemistry: cyclization of 2-styryl-2-azirines to benzazepines

Tetrahedron Letters, 1974
Albert Padwa, Joel Smolanoff
openaire   +1 more source

Azirine photochemistry

Accounts of Chemical Research, 1976
openaire   +1 more source

2-Azirines

2004
K. Abbaspour Tehrani, N. De Kimpe
openaire   +1 more source

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