ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
1,3-Dipolar cycloadditions of Nitrilium Betaines with 4,4-Dimethyl-2-phenyl-2-thiazolin-5-thioneBenzonitrile ylides, imines, and oxides undergo smooth 1,3-dipolar cycloaddition reactions with the exocyclic, C,S-double bond of 4,4-dimethyl-2-phenyl-2-thiazolin-5-thione (1), yielding heterocyclic spiro-compounds. The structure of the cycloadducts 5c, 5c′, and 3f (Fig.) have been established by x-ray structure analysis.With the benzonitrile ylides, the two regioisomeric cycloaddition modes have been observed, depending on the substituents of the ylide-C-atom. It is questionable, whether the reaction of 1 and the oxazaphosphol 8 (Schemes 8 and 13) proceeds via the corresponding nitrile ylide as an intermediate.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19840670222
