1,2‐Methyl shift in the reaction of 4,7‐dihydro‐4,5‐dimethyl‐7‐phenyl‐(1,2,4)‐triazolo[1,5‐ a ]pyrimidine with tosyl azide | Zendy

Komykhov Sergey A. | Zendy; Desenko Sergey M. | Zendy; Kaganovsky Alexander S. | Zendy; Orlov Valery D. | Zendy; Meier Herbert | Zendy

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1,2‐Methyl shift in the reaction of 4,7‐dihydro‐4,5‐dimethyl‐7‐phenyl‐(1,2,4)‐triazolo[1,5‐ a ]pyrimidine with tosyl azide

Author(s) -

Komykhov Sergey A.,

Desenko Sergey M.,

Kaganovsky Alexander S.,

Orlov Valery D.,

Meier Herbert

Publication year - 2000

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.5570370135

Subject(s) - chemistry , enamine , adduct , azide , pyrimidine , tosyl , derivative (finance) , medicinal chemistry , organic chemistry , stereochemistry , catalysis , financial economics , economics

The reaction of the heterocyclic enamine 1 with tosyl azide ( 2 ) leads to the tosylimino derivative 4 of 1,2,4‐triazolo[1,5‐a]pyrimidine. The extrusion of nitrogen from the primary adduct 3 is followed by a 1,2‐shift of a methyl group. The structure determination of 4 is based on 1 H and 13 C nmr spectra including NOE measurements.

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