Journal of Heterocyclic Chemistry p. 1935 - 1941 (1996)
Update date:2022-08-05
Topics:
Katritzky, Alan R.
Cheng, Dai
Leeming, Peter
Ghiviriga, Ion
Hartshorn, Chris M.
Steel, Peter J.
N,N-Dimethylaminobenzotriazolylcarbene (5) reacted with phenyl isocyanate in a [1+2+2] cycloaddition and then with nucleophiles to generate various hydantoins 10 in a one-pot procedure. It was also found that this novel carbene reacted with trans-dibenzoylethylene (11) in a [1+4] cycloaddition, generating 2-dimethylamino-3-benzoyl-5-pbenylfuran (13) and 2-phenyl-3-[benzotriazol-1-y1]-4-benzoylfuran (14) whose structures were confirmed by 1H-13C long range correlations as well as the structure of furan 14 being confirmed by X-ray crystallography.
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