TITLE:
Solid Phase Synthesis of 3,4,5-Trisubstituted-1,2,4-Triazoles Derivatives from the Resin-Bound Acylhydrazines
AUTHORS:
Rongjian Xie, Xingang Liu, Chao Mai, Zhanxiang Liu
KEYWORDS:
Resin-Bound Acylhydrazine; Solid-Phase Synthesis; 1, 2, 4-Triazoles
JOURNAL NAME:
International Journal of Organic Chemistry,
Vol.3 No.1A,
April
30,
2013
ABSTRACT: An extension of our methodology on
solid-phase synthesis of 3,4,5-trisubstituted-1,2,4-triazoles under mild conditions has been developed. Firstly, the resin-bound acylhydrazine is reacted with orthoesters to provide
resin-bound 1,3,4-oxadiazoles. Secondly, condensation of 1,3,4-oxadiazoles
resin with the corresponding arylamines hydrochloride to form the the
resin-bound triazoles. 3,4,5-Trisubstituted-1,2,4-triazoles derivatives were
obtained from resin-bound acylhydrazines in several steps providing 78% - 87% overall yields and excellent
purity. The advantages of this method include straightforward operation and
high yield and purity of the products.