Metal‐Free Synthesis of 5‐Trifluoromethyl‐1,2,4‐Triazoles from Iodine‐Mediated Annulation of Trifluoroacetimidoyl Chlorides and Hydrazones | Zendy

Hu Sipei | Zendy; Yang Zuguang | Zendy; Chen Zhengkai | Zendy; Wu XiaoFeng | Zendy

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Metal‐Free Synthesis of 5‐Trifluoromethyl‐1,2,4‐Triazoles from Iodine‐Mediated Annulation of Trifluoroacetimidoyl Chlorides and Hydrazones

Author(s) -

Hu Sipei,

Yang Zuguang,

Chen Zhengkai,

Wu XiaoFeng

Publication year - 2019

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.201900983

Subject(s) - chemistry , annulation , intramolecular force , trifluoromethyl , iodine , intermolecular force , metal , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , molecule , catalysis , alkyl

A metal‐free approach for the synthesis of 5‐trifluoromethyl‐1,2,4‐triazoles from trifluoroacetimidoyl chlorides and hydrazones has been achieved under aerobic oxidative conditions. The reaction proceeds through a cascade base‐promoted intermolecular C−N bond formation and iodine‐mediated intramolecular C−N bond oxidative coupling sequence. The protocol features broad substrate scope and can be scaled up to gram scale.

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