Lithium 4-methylthiazolate, reaction with

TABLE 1-58. PRODUCT DISTRIBUTION OF THE REACTION AT VARIOUS TEMPERATURES OF 2-METHYLTHIAZOLE (157) WITH BUTYL-LITHIUM FOLLOWED BY QUENCHING WITH D2SO4 (441). 

The reaction of n-butylithium with 2-methylthiazole leads to three different lithium derivatives following attack on three positions of the molecule (223). Attack on the 4-position gives less than 2% lithium derivative. 

Lithium 4-methylthiazolate and benzothiazolate with [( / -Cp)Fe(CO)2Cl] form the C-coordinated complexes, e.g. 23, which on protonation with triflic acid transform into the carbenes, e.g. 24 (92JCS(D)1009). Isothiazole enters the same chain of reactions but can also be methylated using methyl triflate (94JOM(479)C12). 

---