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Synlett 2000; 2000(5): 0653-0657
DOI: 10.1055/s-2000-6612
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An Efficient General Synthesis of Novel Functionalized Tetrahydroisoquinoline Derived Enamines via Polarized Ketene N,S-Acetals

Okram Barun* , Pramod Kumar Mohanta, H. Ila, H. Junjappa
  • *Department of Chemistry, Indian Institute of Technology, Kanpur-208016, India; Fax 91-0512-597436, 91-0512-590260; E-mail: hila@iitk.ac.in
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Publication Date:
31 December 2000 (online)

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An efficient general method for the synthesis of novel functionalized heterocyclic enaminones/esters/nitriles derived from tetrahydroisoquinoline has been developed by HgCl2 (or POCl3) induced cyclocondensation of newly prepared polarized ketene N,S-acetals from 3,4-dimethoxyphenylethylamine and polarized ketene dithioacetals.

1-(substituted-methylene)-1,2,3,4-tetrahydroisoquinolines - polarized ketene N,S-acetals - polarized ketene dithioacetals - heterocyclic enaminones - heterocyclic enaminonitrile