Reactions of 6-Alkoxy(alkylthio)carbonylamino-4-hydroxy-2H-pyran-2-ones with Some Electrophilic Reagents
Authors: Novikov, D.V.; Yakovlev, I.P.; Prep'yalov, A.V.; Zakhs, V.E.
Source: Russian Journal of General Chemistry, Volume 71, Number 5, May 2001 , pp. 770-775(6)
Publisher: MAIK Nauka/Interperiodica
Abstract:Alkoxy(alkylthio)-4-hydroxy-2H-pyran-2-ones readily react with electrophiles to give substitution products at C^3. Hard electrophilic reagents replace hydrogen both in position 3 and in position 5 of the pyran ring. Methylation of 6-alkoxy(alkylthio)-4-hydroxy-2H-pyran-2-ones with diazomethane leads to formation of O- and N-methyl derivatives.
Document Type: Regular Paper
Affiliations: St. Petersburg State Chemical and Pharmaceutical Academy, ul. Prof. Popova 14, St. Petersburg, 197376 Russia
Publication date: May 1, 2001