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CC BY-ND-NC 4.0 · SynOpen 2018; 02(01): 0078-0095
DOI: 10.1055/s-0036-1591966
DOI: 10.1055/s-0036-1591966
review
Regioselective C–H Activation of Substituted Pyridines and other Azines using Mg- and Zn-TMP-Bases
We would like to thank the DFG (SFB749) for financial supportFurther Information
Publication History
Received: 31 January 2018
Accepted: 04 March 2018
Publication Date:
19 March 2018 (online)
Abstract
The metalation of substituted pyridines, diazines and related N-heterocycles using TMPMgCl·LiCl, TMP2Mg·2LiCl, TMPZnCl·LiCl or TMP2Zn·2LiCl2·2MgCl2 (TMP = 2,2,6,6-tetramethylpiperidyl) in the presence or absence of a Lewis acid is reviewed.
Contents
1 Introduction
2 Magnesiation of Pyridines and Related Azines
2.1 Magnesiations using TMPMgCl·LiCl
2.2 Magnesiations using TMP2Mg·2LiCl and Related Bases
2.3 BF3·OEt2 Promoted Metalations of Pyridines
3 Zincation of Pyridines and Related Azines using TMPZnCl·LiCl and TMP2Zn·2LiCl·2MgCl2
4 Metalation of Pyridines using other TMP-Bases
5 Magnesiation and Zincation of Diazines
6 Conclusion
-
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For recent reviews on C–H activation, see:
For previous reviews, see:
In the case of a stabilized pyridine such as 2-methoxy pyridine, higher temperatures are possible, see: