METALATION OF T-BUTYL SULFOXIDES, SULFONES AND SULFONAMIDES OF PYRIDAZINE AND PYRAZINE - METALATION OF DIAZINES - XX

Citation
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
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0022152X
Volume
35
Issue
2
Year of publication
1998
Pages
429 - 436
Database
ISI
SICI code
0022-152X(1998)35:2<429:MOTSSA>2.0.ZU;2-J
Abstract
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.