Pd-Catalyzed regio- and stereoselective allylic substitution of vinylethylene carbonates with 1,2,4-triazoles

N 1 -Substituted 1,2,4-triazoles are ubiquitous skeletons in medicinal agents, agrochemicals, and organic materials. Herein, an efficient and practical method for the synthesis of N 1 -allylated 1,2,4-triazoles via Pd-catalyzed allylic substitution of vinylethylene carbonates (VECs) with 1,2,4-triaz...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2022-08, Vol.2 (33), p.6532-6536
Main Authors: Khan, Sardaraz, Shah, Babar Hussain, Zhao, Can, Zhang, Yong Jian
Format: Article
Language:English
Subjects:
Agrochemicals
Carbonates
Catalysts
Chloroform
Organic materials
Palladium
Stereoselectivity
Substitutes
Triazoles
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Summary:N 1 -Substituted 1,2,4-triazoles are ubiquitous skeletons in medicinal agents, agrochemicals, and organic materials. Herein, an efficient and practical method for the synthesis of N 1 -allylated 1,2,4-triazoles via Pd-catalyzed allylic substitution of vinylethylene carbonates (VECs) with 1,2,4-triazoles has been developed. By using a catalyst generated in situ from Pd 2 (dba) 3 ·CHCl 3 and DPPE under mild conditions, the process allows rapid access to N 1 -allylated 1,2,4-triazoles bearing diverse functionalities in high yields with excellent N 1 -selectivities, linear-selectivities, and Z -stereoselectivities. Pd-Catalyzed allylic substitution of vinylethylene carbonates with 1,2,4-triazoles has been developed to produce N 1 -allylated 1,2,4-triazoles in high yields with excellent regio- and stereoselectivities.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob01156e