Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 7, Pages 3149-3158Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo202598e
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Funding
- National Natural Science Foundation of China [21002021]
- Chinese Ministry of Education [210127]
- Henan University
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The 1H-indazole skeleton can be constructed by a [3 + 2] annulation approach from arynes and hydrazones. Under different reaction conditions, both N-tosylhydrazones and N-aryl/alkylhydrazones can be used to afford a variety of indazoles. The former reaction affords 3-substituted indazoles either via in situ generated diazo compounds or through an annulation/elimination process. The latter reaction leads to 1,3-disubstituted indazoles likely through an annulation/oxidation process. The reactions operate under mild conditions and can accommodate aryl, vinyl, and less satisfactorily, alkyl groups.
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