Tetrahedron Letters

Regioselective ortho lithiation of halopyridines

GW Gribble, MG Saulnier

Index: Gribble, Gordon W.,; Saulnier, Mark G. Tetrahedron Letters, 1980 , vol. 21, p. 4137 - 4140

Full Text: HTML

Citation Number: 113

Abstract

Download full text in PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... Regioselective ortho lithiation of 2-, 3-, and 4-halopyridines is achieved with lithium diisopropylamide (−78°, tetrahydrofuran) to afford, upon quenching with electrophilic reagents, 2,3- and 3,4-disubstituted pyridines in good to excellent yield. ... This effectively separates the chloroiodopyridines ...

Related Articles:

Novel synthetic route to octasubstituted naphthalenes from four alkynes and one olefin unit via zirconacyclopentadienes and 1, 2-diiodo-3, 4, 5, 6-tetraalkylbenzene

[Takahashi, Tamotsu; Li, Yanzhong; Stepnicka, Petr; Kitamura, Masanori; Liu, Yanjun; Nakajima, Kiyohiko; Kotora, Martin Journal of the American Chemical Society, 2002 , vol. 124, # 4 p. 576 - 582]

First Regioselective C??2 Lithiation of 3??and 4??Chloropyridines

[Choppin, Sabine; Gros, Philippe; Fort, Yves European Journal of Organic Chemistry, 2001 , # 3 p. 603 - 606]

Silyl??Mediated Halogen/Halogen Displacement in Pyridines and Other Heterocycles

[Schlosser, Manfred; Cottet, Fabrice European Journal of Organic Chemistry, 2002 , # 24 p. 4181 - 4184]

More Articles...