2-Substituted 1,3-benzoxathiolium tetrafluoroborates were used for the two-step acylation of electron-rich aromatic and heteroaromatic compounds: 1,3-dimethoxybenzene, 1,3,5-trimethoxybenzene, pyrrole and indoles. In most of the cases intermediate 2,2-disubstituted 1,3-benzoxathioles were obtained in good to high yields (55-100%) and subsequent hydrolysis of these with mercury(II) oxide and aqueous tetrafluoroboric acid (35%) in tetrahydrofuran afforded the corresponding ketones in almost quantitative yields.

2-Substituted 1,3-Benzoxathiolium Tetrafluoroborates as Useful Acylating Agents of Electron-Rich and Heteroaromatic Compounds

CADAMURO, Silvano;DEGANI, Jacopo;FOCHI, Rita;GATTI, Antonella;REGONDI, Valeria
1987-01-01

Abstract

2-Substituted 1,3-benzoxathiolium tetrafluoroborates were used for the two-step acylation of electron-rich aromatic and heteroaromatic compounds: 1,3-dimethoxybenzene, 1,3,5-trimethoxybenzene, pyrrole and indoles. In most of the cases intermediate 2,2-disubstituted 1,3-benzoxathioles were obtained in good to high yields (55-100%) and subsequent hydrolysis of these with mercury(II) oxide and aqueous tetrafluoroboric acid (35%) in tetrahydrofuran afforded the corresponding ketones in almost quantitative yields.
1987
-
311
314
2-Substituted 1; 3-benzoxathiolium tetrafluoroborates acylation
S. CADAMURO; IACOPO DEGANI; RITA FOCHI; ANTONELLA GATTI; VALERIA REGONDI
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/3271
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