Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Preparation of New Nitrogen-Bridged Heterocycles. 35. Smooth Synthesis of 10aH-Pyrido[1,2-d][1,4]thiazepine Derivatives
Akikazu KakehiSuketaka ItoJun-ichi Hakui
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1993 Volume 66 Issue 11 Pages 3475-3482

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Abstract

Various 1-pyridinio(thiocarbonyl)methylides and 2-isoquinolinio(thiocarbonyl)methylides react smoothly with dimethyl acetylenedicarboxylate at room temperature or at the reflux temperature in chloroform to give new heterocycles, dimethyl 10aH-pyrido[1,2-d][1,4]thiazepine-1,2-dicarboxylate derivatives, in moderate yields. Similarly, the reactions of some 3-(1-pyridinio)thiophene-2-thiolates with the same reagent afforded the corresponding dimethyl 6aH-pyrido[1,2-d]thieno[2′,3′-b][1,4]thiazepine-5,6-dicarboxylates. The structures of these 1,4-thiazepine derivatives were mainly assigned based on physical and spectral inspections, and were finally confirmed by X-ray analyses of three compounds.

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© 1993 The Chemical Society of Japan
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