Journal of Organic Chemistry 2011-08-19

Regioselective functionalization of the thiazole scaffold using TMPMgCl·LiCl and TMP2Zn·2MgCl2·2LiCl.

Cora Dunst, Paul Knochel

Index: J. Org. Chem. 76(16) , 6972-8, (2011)

Full Text: HTML

Abstract

A general method for the synthesis of 2,4,5-trisubstituted thiazoles has been developed. Starting from commercially available 2-bromothiazole, successive metalations using TMPMgCl·LiCl or TMP(2)Zn·2MgCl(2)·2LiCl lead to the corresponding magnesated or zincated thiazoles which readily react with various electrophiles providing highly functionalized thiazoles.

Related Compounds

  • 2-Bromothiazole

Related Articles:

Synthesis and characterization of fused pyrrolo[3,2-d:4,5-d']bisthiazole-containing polymers.

2010-12-03

[Org. Lett. 12(23) , 5478-81, (2010)]

[Tetrahedron Lett. 48 , 4831, (2007)]

[Synlett , 555, (2007)]

Synthesis of camalexin and related phytoalexins. Ayer WA, et al.

[Tetrahedron 48(14) , 2919-24, (1992)]

More Articles...