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KI-Catalyzed Oxidative Cyclization of Enamines and t BuONO to Access Functional Imidazole-4-Carboxylic Derivatives.

Authors :
Li Y
Qiu J
Gao P
Zhai L
Bai ZJ
Chen HJ
Source :
The Journal of organic chemistry [J Org Chem] 2022 Nov 18; Vol. 87 (22), pp. 15380-15388. Date of Electronic Publication: 2022 Nov 01.
Publication Year :
2022

Abstract

A simple protocol for the noble-metal-free oxidative cyclization of enamines and <superscript> t </superscript> BuONO has been developed. This KI-mediated formal [4 + 1] cycloamination reaction provides a practical strategy for the synthesis of imidazole-4-carboxylic derivatives using <superscript> t </superscript> BuONO both as an aminating reagent and oxidant. The reaction features wide substrate scope and good functional tolerance for enamine compounds, even the unactivated ones.

Details

Language :
English
ISSN :
1520-6904
Volume :
87
Issue :
22
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
36317961
Full Text :
https://doi.org/10.1021/acs.joc.2c01943