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 / S. CADAMURO; IACOPO DEGANI; RITA FOCHI; ANTONELLA GATTI; VALERIA REGONDI. - In: SYNTHESIS. - ISSN 0039-7881. - -(1987), pp. 311-314.

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

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.
-
311
314
2-Substituted 1; 3-benzoxathiolium tetrafluoroborates acylation
S. CADAMURO; IACOPO DEGANI; RITA FOCHI; ANTONELLA GATTI; VALERIA REGONDI
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/3271
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus ND
  • ???jsp.display-item.citation.isi??? ND
social impact