A. Turck et al., METALATION OF T-BUTYL SULFOXIDES, SULFONES AND SULFONAMIDES OF PYRIDAZINE AND PYRAZINE - METALATION OF DIAZINES - XX, Journal of heterocyclic chemistry, 35(2), 1998, pp. 429-436
In the pyridazine series, the use of tert-butylsulfinyl and tert-butyl
sulfonyl as ortho directing groups for metalation has been tested. Var
ious functionalized products were obtained in good yields. In the case
of 3-tert-butylsulfinyl-6-methoxypyridazine the metalation was regios
elective in ortho to the sulfinyl group. The metalation of 2-tert-buty
lsulfinyl and 2-tert-butylsulfonylpyrazine gave low to moderate yields
. Synthesis of diazinesulfonamides were improved and the metalation of
N-tert-butylsulfonamidopyrazine was achieved.