Copper(I)‐Catalyzed Interrupted Click Reaction: Synthesis of 1,4,5‐Trisubstituted 5‐Chloro‐1,2,3‐Triazoles DOI

Qiming Wu,

Wangze Song

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(42)

Published: Aug. 25, 2023

Abstract 5‐Halo‐1,2,3‐triazoles are important scaffolds in organic chemistry, but current click reactions cannot produce 1,4,5‐trisubstituted 5‐chloro‐1,2,3‐triazoles a simple way. Herein, we disclosed Cu(I)‐catalyzed interrupted reaction, using N ‐chlorophthalimide as an electrophilic chlorine source, enabling the facile synthesis of one step from readily available terminal alkynes and azides. Complete control regioselectivities with broad substrate scope was accomplished by this approach. Furthermore, novel epoxidation developed 5‐chloro‐triazole substrate, which could be further applied various transformations.

Language: Английский

FeCl3-Catalyzed Three-Component Reaction for the Synthesis β-(1,2,3-Triazolyl)-Ketones by Using DMF as One Carbon Source DOI

Ruilin Fang,

Lei Zheng, Xuyang Chen

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(19), P. 3866 - 3870

Published: Jan. 1, 2024

FeCl 3 -catalyzed oxidative condensation of NH -1,2,3-triazoles and aryl methyl ketones DMF has been reported.

Language: Английский

Citations

0
Eight-membered and larger rings DOI
Charles N. Moorefield, George R. Newkome

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 497 - 517

Published: Jan. 1, 2024

Citations

0
Copper(I)‐Catalyzed Interrupted Click Reaction: Synthesis of 1,4,5‐Trisubstituted 5‐Chloro‐1,2,3‐Triazoles DOI

Qiming Wu,

Wangze Song

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(42)

Published: Aug. 25, 2023

Abstract 5‐Halo‐1,2,3‐triazoles are important scaffolds in organic chemistry, but current click reactions cannot produce 1,4,5‐trisubstituted 5‐chloro‐1,2,3‐triazoles a simple way. Herein, we disclosed Cu(I)‐catalyzed interrupted reaction, using N ‐chlorophthalimide as an electrophilic chlorine source, enabling the facile synthesis of one step from readily available terminal alkynes and azides. Complete control regioselectivities with broad substrate scope was accomplished by this approach. Furthermore, novel epoxidation developed 5‐chloro‐triazole substrate, which could be further applied various transformations.

Language: Английский

Citations

0