Publication: [2+3]-Cycloadditions of Phosphonodithioformate S-Methanides with C=S, N=N, and C=C Dipolarophiles
[2+3]-Cycloadditions of Phosphonodithioformate S-Methanides with C=S, N=N, and C=C Dipolarophiles
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Mlostoń, G., Urbaniak, K., Gulea, M., Masson, S., Linden, A., & Heimgartner, H. (2005). [2+3]-Cycloadditions of Phosphonodithioformate S-Methanides with C=S, N=N, and C=C Dipolarophiles. Helvetica Chimica Acta, 88, 2582–2592. https://doi.org/10.1002/hlca.200590198
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The reaction of the methyl (dialkoxyphosphinyl)-dithioformates (= methyl dialkoxyphosphinecarbodithioate 1-oxides) 10 with CH2N2 at − 65° in THF yielded cycloadducts which eliminated N2 between − 40 and − 35° to give the corresponding phosphonodithioformate S-methanides ( =methylenesulfonium (dialkoxyoxidophosphino)(methylthio)methylides) 11 (Scheme 3). These reactive 1,3-dipoles were intercepted by aromatic thioketones to yield 1,3-dithiolanes. Whereas the reaction with thiobenzophenone (12b) led to the sterically more congested isom
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- Mlostoń, Grzegorz
- Urbaniak, Katarzyna
- Gulea, Mihaela
- Masson, Serge
- Heimgartner, Heinz
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Mlostoń, G., Urbaniak, K., Gulea, M., Masson, S., Linden, A., & Heimgartner, H. (2005). [2+3]-Cycloadditions of Phosphonodithioformate S-Methanides with C=S, N=N, and C=C Dipolarophiles. Helvetica Chimica Acta, 88, 2582–2592. https://doi.org/10.1002/hlca.200590198
