Regioselective C–H Activation of Substituted Pyridines and other Azines using Mg- and Zn-TMP-Bases

Abstract

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

Keywords

• azines
• metalation
• n-heterocycles
• pyridine
• tmp bases