In:
Asian Journal of Chemistry, Asian Journal of Chemistry, Vol. 35, No. 1 ( 2023-1-15), p. 212-216
Abstract:
The nucleophilic reaction of 1H-triazole derivatives with piperidines under basic conditions is the
essential step in the synthesis of a new series of dibenzyl N(2)-C-linked triazolyl piperidines. The triazole derivative was synthesized via the CuAAc reaction of 1-phenylprop-2-yn-1-ol (1a-b) with
azidomethyl pivalate. Compound 3a-b underwent dehydroxylation and deprotection reactions using TFA, triethyl silane and 1 M NaOH respectively, yielding monobenzyl 1H-1,2,3-triazole (4a-b). The
N(2)-piperidinyltriazoles (6a-j) were synthesized in significant amounts by nucleophilically reacting 1H-triazole derivatives (4a-b) with 4-mesyl-1-boc-piperidine (5) under basic conditions using sodium
hydride, which further on acidic deprotection followed by benzylation reaction furnished dibenzyl N(2)-C-linked triazolyl piperidines (9a-j).
Type of Medium:
Online Resource
ISSN:
0975-427X
,
0970-7077
DOI:
10.14233/ajchem.2023.26906
Language:
English
Publisher:
Asian Journal of Chemistry
Publication Date:
2023
detail.hit.zdb_id:
3140213-6
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