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ChemInform Abstract: Metalation of Diazines. Part 18. Use of Sulfur Derivatives as an ortho-Directing Group for the Metalation of Diazines.

✍ Scribed by A. TURCK; N. PLE; P. POLLET; L. MOJOVIC; J. DUFLOS; G. QUEGUINER

Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

Metalation of Diazines. Part 18. Use of Sulfur Derivatives as an ortho-Directing Group for the Metalation of Diazines. -The metalation of thioethers, methyl and phenyl sulfoxides and sulfones of pyridazine and pyrazine is performed. The ortho-directing effect of thioethers, sulfoxides, and sulfones is compared with that of the methoxy group. Regioselective metalation occurs when a phenylsulfinyl group is placed opposite to the methoxy group, cf. (III). In the case of pyrazines the phenylthio group and the phenylsulfonyl group are good ortho-directing groups, cf. (XII) and (X). However, methyl sulfoxides and sulfones are first metalated on the methyl group. -(TURCK,

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