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Synthesis 1988; 1988(1): 22-25
DOI: 10.1055/s-1988-27455
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Synthetic Application of Tris(methylthio)methyl Salts. An Efficient Route to Trithioorthocarboxylic Esters from Strongly Activated Aromatic and Heteroaromatic Systems

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:
12 September 2002 (online)

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Nine trithioorthocarboxylic esters were synthesized by reaction of tris(methylthio)methyl methyl sulfate or tetrafluoroborate with electron-rich aromatic and heteroaromatic compounds, i.e. N,N-dialkylarylamines, pyrroles, and indoles. The new procedure is simple and offers the following advantages: easy preparation of reagents; mild reaction conditions; possibility to introduce two tris(methylthio)methyl groups into the same ring, good to excellent yields.

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