Copper‐Promoted Oxidative Intramolecular C–H Amination of Hydrazones to Synthesize 1H‐Indazoles and 1H‐Pyrazoles Using a Cleavable Directing Group

A facile and efficient synthesis of 1H‐indazoles and 1H‐pyrazoles through a copper‐promoted oxidative intramolecular C–H amination of hydrazones using a cleavable directing group was developed. This reaction is characterized by its mild conditions, operational simplicity, readily available reagents,...

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Published in:European journal of organic chemistry 2019-09, Vol.2019 (33), p.5801-5806
Main Authors: Zhang, Guofu, Fan, Qiankun, Zhao, Yiyong, Ding, Chengrong
Format: Article
Language:English
Subjects:
Amination
Copper
C–H activation
Directing groups
Hydrazones
Indazoles
Pyrazoles
Reagents
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container_title European journal of organic chemistry
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creator Zhang, Guofu
Fan, Qiankun
Zhao, Yiyong
Ding, Chengrong
description A facile and efficient synthesis of 1H‐indazoles and 1H‐pyrazoles through a copper‐promoted oxidative intramolecular C–H amination of hydrazones using a cleavable directing group was developed. This reaction is characterized by its mild conditions, operational simplicity, readily available reagents, and excellent yields. A tentative mechanism for Cu‐mediated C–H oxidative amination was proposed. A facile and efficient copper‐promoted oxidative intramolecular C–H amination of hydrazones for the synthesis of 1H‐indazoles and 1H‐pyrazoles was developed using a tracelessly cleavable directing group. This reaction is characterized by its mild conditions, operational simplicity, readily available reagents, and excellent yields. A tentative mechanism for Cu‐mediated C–H‐oxidative amination was proposed.
doi_str_mv 10.1002/ejoc.201900947
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subjects Amination
Copper
C–H activation
Directing groups
Hydrazones
Indazoles
Pyrazoles
Reagents
title Copper‐Promoted Oxidative Intramolecular C–H Amination of Hydrazones to Synthesize 1H‐Indazoles and 1H‐Pyrazoles Using a Cleavable Directing Group
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