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Synfacts 2009(5): 0574-0574
DOI: 10.1055/s-0029-1216553
DOI: 10.1055/s-0029-1216553
Polymer-Supported Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of Aryldithiocarbamic Acid Esters Using Basic Al2O3
S. Xia, X. Wang*, Z.-m. Ge, T.-m. Cheng, R.-t. Li*
Peking University, Beijing, P. R. of China
Further Information
Publication History
Publication Date:
22 April 2009 (online)
Significance
The efficient synthesis of aryldithiocarbamic acid esters was achieved via Michael addition of alkylamines and CS2 to electron-deficient alkenes using basic Al2O3. Thus, the one-pot synthesis of methyl 3-(phenylcarbamothioylthio)propanoate (1a) was achieved in 88% yield by mixing aniline, CS2, methyl acrylate, and basic Al2O3. Several arylamines underwent the Michael addition under similar reaction conditions to afford the corresponding dithiocarbamates 1b-i in 30-93% yield.