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Synthesis and transformations of some (heteroaryl)acetylazides, (heteroaryl)methyl isocyanates and alkyl (heteroaryl)methyl carbamates
Author(s) -
Koĉaevar Marijan
Publication year - 1994
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.5570310201
Subject(s) - chemistry , alkyl , residue (chemistry) , hydrolysis , ring (chemistry) , medicinal chemistry , nitrogen , organic chemistry , stereochemistry
The synthesis of two complex acetyl azides 6 and 10 having an heteroaryl residue bound to the acetyl group through the ring nitrogen, and their further transformations into the corresponding carbamates 7a‐b and 11a‐b and isocyanates 16 and 14 are described. Hydrolysis of these products results in the elimination of the substituted methyl group from the heterocyclic residue and formation of 1‐unsubstituled heterocycles. A similar transformation was also observed under mass measurement conditions.