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Solid Phase Synthesis of 3,4,5-Trisubstituted-1,2,4-Triazoles Derivatives from the Resin-Bound Acylhydrazines

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Author(s): Rongjian Xie | Xingang Liu | Chao Mai | Zhanxiang Liu

Journal: International Journal of Organic Chemistry
ISSN 2161-4687

Volume: 03;
Issue: 01;
Start page: 35;
Date: 2013;
Original page

Keywords: Resin-Bound Acylhydrazine; Solid-Phase Synthesis; 1 | 2 | 4-Triazoles

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.
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