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Synthesis 1988; 1988(4): 300-302
DOI: 10.1055/s-1988-27548
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Simple Procedures for the Hydrolysis of Trimethyl Trithioorthocarboxylates to Methyl Thiolcarboxylates. A Convenient Route to Electron-Rich Aromatic and Heteroaromatic Methyl Thiolcarboxylates

Margherita Barbero* , Silvano Cadamuro, Iacopo Degani, Rita Fochi, Antonella Gatti, Valeria Regondi
  • *Istituto di Chimica Organica dell' Università, Via Bidone 36, I-10125 Torino, Italy
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Publication Date:
20 August 2002 (online)

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Trimethyl trithioorthocarboxylates of N,N-dialkylarylamines, pyrroles and indoles were easily converted into the corresponding methyl thiolcarboxylates by partial hydrolysis with DMSO/water (4:1), at 130°C for 5-100 h or with DMSO/35% aqueous tetrafluoroboric acid (4: 1), at 80-130°C for 20 min - 4 h in excellent yields (86-98% and 82-99%, respectively).

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