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Applications of 1‐alkoxycarbonyl‐ and 1‐acyl‐ v ‐triazolo[4,5‐ b ]pyridines as acylating reagents
Author(s) -
Torrini Ines,
Zecchini Giampiero Pagani,
Agrosì Francesco,
Paradisi Mario Paglialunga
Publication year - 1986
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.5570230541
Subject(s) - chemistry , reagent , reactivity (psychology) , acylation , bicyclic molecule , amide , primary (astronomy) , organic chemistry , medicinal chemistry , catalysis , medicine , physics , alternative medicine , pathology , astronomy
Selective N ‐protection of hydroxyamino esters has been readily achieved using 1‐alkoxycarbonyl‐ or 1‐acyl‐ v ‐triazolo[4,5‐ b ]pyridines. The amide‐type triazolides reacted with alcohols in the presence of DBU at room temperature to afford in high yields the corresponding esters. The different reactivity of 1‐ and 3‐alkoxycarbonyl derivatives of the title bicyclic system toward primary amines has been further investigated.