Synthesis 1988; 1988(4): 300-302
DOI: 10.1055/s-1988-27548
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

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
Further Information

Publication History

Publication Date:
20 August 2002 (online)

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).