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Aziridines ring enlargement

Aziridines also undergo ring enlargement when treatment with thiocyanic acid, cis- and tran5-2,3-Dimethylaziridine (470) with thiocyanic acid gave exclusively trans- and cis-1-amino-4,5-dimethyl-2-thiazoline (471) (72JOC4401). [Pg.156]

Aziridines also undergo ring enlargement on treatment with thiocyanic acid cis- and trans-2,3-dimethylaziridines (223) thus gave trans- and cw-2-amino-4,5-dimethyl-2-thiazolines (224) stereospecifically (72JOC4401). [Pg.574]

The migratory aptitude of the substituents in the bicyclic triazoline (Scheme 163) is the same as in the pinacolic rearrangement. In addition to the aziridine, which is always minor, a ring-enlarged imine is formed when R1 =CH3.100... [Pg.331]

N- Unsubstituted aziridines react with thiocyanic acid with ring enlargement, producing 2-amino-Az-thiazolines. The reaction proceeds stereospecifically with 100% Walden inversion as illustrated in Scheme 229. c -2,3-Dimethylaziridine (369) gives exclusively trans-2-amino-4,5-dimethyl-Az-thiazoline (371) (72JOC4401). [Pg.310]

Scheme III/4. Ring enlargement reactions with aziridines. a) NH4CI, H20, reflux 18 h. Scheme III/4. Ring enlargement reactions with aziridines. a) NH4CI, H20, reflux 18 h.
The few examples of ring enlargement reactions of 2H-azirines and aziridines discussed above demonstrate their vast application in the synthesis of hetero-... [Pg.44]


See other pages where Aziridines ring enlargement is mentioned: [Pg.309]    [Pg.399]    [Pg.336]    [Pg.727]    [Pg.39]    [Pg.39]    [Pg.42]    [Pg.44]    [Pg.197]    [Pg.487]    [Pg.725]    [Pg.487]    [Pg.725]    [Pg.77]    [Pg.167]    [Pg.282]    [Pg.243]    [Pg.105]    [Pg.584]    [Pg.167]   
See also in sourсe #XX -- [ Pg.574 , Pg.584 ]




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