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Synthesis of 3‐(2‐Hydroxyaryl)indazole Derivatives through Radical O‐Arylation and [3,3]‐Rearrangement from N‐Hydroxyindazoles and Diaryliodonium Salts.
- Source :
- Advanced Synthesis & Catalysis; Nov2022, Vol. 364 Issue 22, p3782-3788, 7p
- Publication Year :
- 2022
-
Abstract
- A variety of functionalized 3‐(2‐hydroxyaryl)indazoles and N‐(tetrahydrofuran‐2‐yl)‐3‐(2‐hydroxyaryl)indazoles were prepared in moderate to good yields through a transition metal‐free radical O‐arylation and sequential [3,3]‐rearrangement cascade strategy from N‐hydroxyindazoles and diaryliodonium salts. The equivalents of diaryliodonium salts controlled the formation of the product structures. Mechanistic studies revealed that the O‐arylation and N−O bond cleavage via [3,3]‐rearrangement involved an intermolecular radical process. The reaction tolerated various sensitive functional groups, such as halides, ester, and aldehyde groups. [ABSTRACT FROM AUTHOR]
- Subjects :
- AZOLES
SALTS
SCISSION (Chemistry)
SALT
INDAZOLES
FUNCTIONAL groups
Subjects
Details
- Language :
- English
- ISSN :
- 16154150
- Volume :
- 364
- Issue :
- 22
- Database :
- Complementary Index
- Journal :
- Advanced Synthesis & Catalysis
- Publication Type :
- Academic Journal
- Accession number :
- 160352065
- Full Text :
- https://doi.org/10.1002/adsc.202200569