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
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)]