Functionalized fluoroalkyl heterocycles by 1,3-dipolar cycloadditions with γ-fluoro-α-nitroalkenes

Tetrahedron Letters

Volumn 50, Issue 21, 2009, Pages 2540-2542

  Bigotti, Serena ^a   Malpezzi, Luciana ^a   Molteni, Marco ^a   Mele, Andrea ^a   Panzeri, Walter ^a   Zanda, Matteo ^a,b  

^a POLITECNICO DI MILANO   (Italy)

^b UNIVERSITY OF ABERDEEN   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; AZOMETHINE YLIDE; FLUOROALKYL ISOXAZOLIDINE DERIVATIVE; GAMMA FLUORO ALPHA NITROALKENE DERIVATIVE; ISOXAZOLIDINE DERIVATIVE; NITRONE DERIVATIVE; PYRROLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CYCLOADDITION; DIPOLE; FLUORINE NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 63749094784     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.03.059     Document Type: Article

References (19)

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14. A solution of 1 in toluene was added, at room temperature, to a stirred solution of 2a (1 equiv), in toluene. The resulting solution was stirred overnight at room temperature, then the solvent was removed at reduced pressure, and the crude was purified by flash chromatography.
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18. 2 at room temperature, a nitroalkene 1 was added. TFA (10% mmol) was then added to the resulting solution; the mixture was stirred at room temperature overnight. The solvent was removed at reduced pressure, and the crude was purified by flash chromatography.
19. Crystallographic data (excluding structure factors) for the structures in this Letter have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no: CCDC 278588 (7a), 278589 (8a), 666811 (7b), 718614 (10a), 666812 (10b), 629773 (12a). Copies of the data can be obtained, free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK ; fax: +44 1223 336033 ; or e-mail: deposit@ccdc.cam.ac.uk).