Tetrahedron letters

Synthesis of ortho-substituted cyanopyridines through lithio intermediate trapping

T Cailly, F Fabis, S Lemaître, A Bouillon, S Rault

文献索引：Cailly, Thomas; Fabis, Frederic; Lemaitre, Stephane; Bouillon, Alexandre; Rault, Sylvain Tetrahedron Letters, 2005 , vol. 46, # 1 p. 135 - 137

全文：HTML全文

被引用次数: 21

摘要

Ortholithiation of 4-cyanopyridine using 2, 2, 6, 6-tetramethylpiperidide (LiTMP) and trapping the lithio intermediate with electrophiles represents an efficient and straightforward access to ortho-substituted-4-cyanopyridines. The cyano group can be used as an ortho-directing group and allows the preparation of 3-halogeno-4-cyanopyridines. Reactivity of 2-and 3- cyanopyridines is also investigated and seems to give similar results.