Publication: 1,5-Dipolare Elektrocyclisierung von Acyl-substituierten ‘Thiocarbonyl-yliden’ zu 1,3-Oxathiolen
1,5-Dipolare Elektrocyclisierung von Acyl-substituierten ‘Thiocarbonyl-yliden’ zu 1,3-Oxathiolen
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Kägi, M., Linden, A., Mlostoń, G., & Heimgartner, H. (1996). 1,5-Dipolare Elektrocyclisierung von Acyl-substituierten ‘Thiocarbonyl-yliden’ zu 1,3-Oxathiolen. Helvetica Chimica Acta, 79, 855–874. https://doi.org/10.1002/hlca.19960790327
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The reaction of alpha-diazoketones 15a,b with 4,4-disubstituted 1,3-thiazole-5(4H)-thiones 6 (Scheme 3), adamantanethione (17), 2,2,4,4-tetramethyl-3-thioxocyclobutanone (19; Scheme 4), and thiobenzophenone (22; Scheme 5), respectively, at 50-90° gave the corresponding 1,3-oxathiole derivatives as the sole products in high yields. This reaction opens a convenient access to this type of five-membered heterocycles.The structures of three of the products, namely 16c, 16f, and 20b, were established by X-ray crystallography. The key-step o
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- Kägi, Martin
- Mlostoń, Grzegorz
- Heimgartner, Heinz
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Kägi, M., Linden, A., Mlostoń, G., & Heimgartner, H. (1996). 1,5-Dipolare Elektrocyclisierung von Acyl-substituierten ‘Thiocarbonyl-yliden’ zu 1,3-Oxathiolen. Helvetica Chimica Acta, 79, 855–874. https://doi.org/10.1002/hlca.19960790327
