Ring transformations of heterocycles. Part  1 . Transformation of 4‐amino‐Δ 2 ‐1,2,4‐oxadiazolines into 1,3,4‐oxadiazoles | Zendy

ElAbadelah M. M. | Zendy; Nazer M. Z. | Zendy; Hussein A. Q. | Zendy; Awadallah A. M. | Zendy; Rademacher P. | Zendy; Woydt M. | Zendy

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Ring transformations of heterocycles. Part 1 . Transformation of 4‐amino‐Δ 2 ‐1,2,4‐oxadiazolines into 1,3,4‐oxadiazoles

Author(s) -

ElAbadelah M. M.,

Nazer M. Z.,

Hussein A. Q.,

Awadallah A. M.,

Rademacher P.,

Woydt M.

Publication year - 1991

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570280513

Subject(s) - chemistry , ring (chemistry) , chloroacetic acid , toluene , aryl , transformation (genetics) , medicinal chemistry , stereochemistry , organic chemistry , biochemistry , alkyl , gene

3‐Aryl‐4‐amino‐δ 2 ‐1,2,4‐oxadiazolines 3 and their N ‐chloroacetyl derivatives 4 , upon treatment with chloroacetic anhydride in refluxing toluene, afford 2‐chloromethyl‐5‐aryl‐1,3,4‐oxadiazoles 5 , suggesting the conversion sequence 3 → 4 → 5 . The generality of the new ring transformation 4 → 5 is supported similar conversion of other 4‐(acylamino)‐1,2,4‐oxadiazolines 8 to 1,3,4‐oxadiazoles 9 .

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