2-Substituted 1,3-benzoxathiolium tetrafluoroborates were used as efficient masked acylating agents for N,N-dialkylarylamines in a two-step reaction. In most of the cases intermediate 2,2-disubstituted 1,3-benzoxathioles were obtained in high yields (about 90%) and their hydrolysis afforded the corresponding ketones in almost quantitative yields. The new procedure offers the following advantages: (1) the reaction conditions are mild; (2) the acylation proceeds selectively at the para-position as referred to the dialkylamino group; (3) the introduction of a tertiary group is easily accomplished.

2-Substituted 1,3-Benzoxathiolium Tetrafluoroborates as Efficient Acylating Agents for N,N-Dialkylarylamines / S. CADAMURO; IACOPO DEGANI; RITA FOCHI; ANTONELLA GATTI; VALERIA REGONDI. - In: SYNTHESIS. - ISSN 0039-7881. - -(1986), pp. 544-547.

2-Substituted 1,3-Benzoxathiolium Tetrafluoroborates as Efficient Acylating Agents for N,N-Dialkylarylamines

CADAMURO, Silvano;DEGANI, Jacopo;FOCHI, Rita;GATTI, Antonella;REGONDI, Valeria
1986

Abstract

2-Substituted 1,3-benzoxathiolium tetrafluoroborates were used as efficient masked acylating agents for N,N-dialkylarylamines in a two-step reaction. In most of the cases intermediate 2,2-disubstituted 1,3-benzoxathioles were obtained in high yields (about 90%) and their hydrolysis afforded the corresponding ketones in almost quantitative yields. The new procedure offers the following advantages: (1) the reaction conditions are mild; (2) the acylation proceeds selectively at the para-position as referred to the dialkylamino group; (3) the introduction of a tertiary group is easily accomplished.
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544
547
2-Substituted 1; 3-benzoxathiolium tetrafluoroborates 2; 2-disubstituted 1; 3-benzoxathioles ketones
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: http://hdl.handle.net/2318/3268
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