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Synlett 2001; 2001(3): 0361-0364
DOI: 10.1055/s-2001-11415
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Preparation of 2H-Thietimines from the Reaction of 4-Dialkylamino-3-butyn-2-one with Aryl Isothiocyanates

Chung Youl Yoo* , Eun Bok Choi, Chwang Siek Pak
  • *Korea Research Institute of Chemical Technology, Yusung-Ku Jang-Dong 100, Taejeon, 305-600, Korea; Fax + 82(42)8 60-03 07; E-mail: cspak@pado.krict.re.kr
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Publication Date:
31 December 2001 (online)

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Cycloaddition reaction of ynamines with aryl isothiocyanates afforded N-aryl-2H-thietimines in moderate yields (44-80%). The yields were greatly affected depending upon the stability of ynamines. X-ray crystallography was used to determine the representative thietimine structure of 1-(4-diethylamino-2-p-bromophenylimino-2H-3-thietyl)-1-ethanone unambiguously.

cycloaddition - N-aryl-2H-thietimines - ynamines - aryl isothiocyanate - X-ray structure