Copper(I)‐Catalyzed Three‐Component Coupling of  N ‐Tosylhydrazones, Alkynes and Azides: Synthesis of Trisubstituted 1,2,3‐Triazoles | Zendy

Zhang Zhikun | Zendy; Zhou Qi | Zendy; Ye Fei | Zendy; Xia Ying | Zendy; Wu Guojiao | Zendy; Hossain Mohammad Lokman | Zendy; Zhang Yan | Zendy; Wang Jianbo | Zendy

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Copper(I)‐Catalyzed Three‐Component Coupling of N ‐Tosylhydrazones, Alkynes and Azides: Synthesis of Trisubstituted 1,2,3‐Triazoles

Author(s) -

Zhang Zhikun,

Zhou Qi,

Ye Fei,

Xia Ying,

Wu Guojiao,

Hossain Mohammad Lokman,

Zhang Yan,

Wang Jianbo

Publication year - 2015

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201500377

Subject(s) - chemistry , regioselectivity , copper , protonation , catalysis , carbene , combinatorial chemistry , component (thermodynamics) , alkyne , organic chemistry , physics , thermodynamics , ion

The copper(I)‐catalyzed three‐component reaction of N ‐tosylhydrazones, terminal alkynes and azides has been realized in an efficient and regioselective manner. This reaction constitutes a convenient method for the synthesis of 1,4,5‐trisubstituted 1,2,3‐triazoles from simple starting substrates. Mechanistically, the reaction involves the trapping of the copper(I) triazolide intermediate to form a copper carbene and subsequent migratory insertion and protonation.

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