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Synthesis 2021; 53(24): 4662-4671
DOI: 10.1055/a-1559-3384
DOI: 10.1055/a-1559-3384
paper
Regioselective Iodine/Zinc Exchange for the Selective Functionalization of Polyiodinated Arenes and Heterocycles in Toluene
We thank the Deutsche Forschungsgemeinschaft (DFG) and Ludwig-Maximilians-Universität München for financial support.
Abstract
Regioselective I/Zn-exchange reactions were performed on polyiodinated arenes or heterocycles within 20 minutes at 0–25 °C using the bimetallic combination pTol2Zn·2LiOR [R = (CH2)2N(Me)(CH2)2NMe2] in toluene. The resulting diaryl- or diheteroarylzincs reacted well with allylic bromides and acyl chlorides to provide functionalized (hetero)aryl iodides in good yields.
Key words
alkoxides - apolar solvents - arenes - heterocycles - lithium - regioselective iodine/zinc exchange - zincSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1559-3384.
- Supporting Information
Publikationsverlauf
Eingereicht: 05. Juli 2021
Angenommen nach Revision: 27. Juli 2021
Accepted Manuscript online:
27. Juli 2021
Artikel online veröffentlicht:
24. August 2021
© 2021. Thieme. All rights reserved
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