Etude des ortho-metallations regioselectives de la chloro-3 pyridine par des organolithiens et des amidures de lithium; effet d'orientation par le solvant, applications a …

…, P Breant, A Ginguene, G Queguiner

Index: Marsais, Francis; Breant, Patrice; Ginguene, Alain; Queguiner, Guy Journal of Organometallic Chemistry, 1981 , vol. 216, # 2 p. 139 - 147

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Citation Number: 32

Abstract

Abstract Lithium dialkylamides metalate 3-chloropyridine with excellent regioselectivity at position 4. This reaction occurs in THF solution at− 60 C and it leads to various 3, 4- disubstituted pyridines in good yields. This regioselectivity is completely changed in ether solution by using the butyllithium-TMEDA complex. In that case position 2 is metallated and 2, 3-disubstituted pyridines are obtained.