A Synthesis of 1H‑Indazoles via a Cu(OAc)2‑Catalyzed N–N Bond Formation

A facile synthesis of 1H-indazoles featuring a Cu­(OAc)2-catalyzed N–N bond formation using oxygen as the terminal oxidant is described. The reaction of readily available 2-aminobenzonitriles with various organometallic reagents led to o-aminoaryl N–H ketimine species. The subsequent Cu­(OAc)2-catal...

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Published inOrganic letters Vol. 18; no. 7; pp. 1690 - 1693
Main Authors Chen, Cheng-yi, Tang, Guangrong, He, Fengxian, Wang, Zhaobin, Jing, Hailin, Faessler, Roger
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 01.04.2016
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Summary:A facile synthesis of 1H-indazoles featuring a Cu­(OAc)2-catalyzed N–N bond formation using oxygen as the terminal oxidant is described. The reaction of readily available 2-aminobenzonitriles with various organometallic reagents led to o-aminoaryl N–H ketimine species. The subsequent Cu­(OAc)2-catalyzed N–N bond formation in DMSO under oxygen afforded a wide variety of 1H-indazoles in good to excellent yields.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b00611