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The Mannich-type interaction of sulfur-containing CH acids with formaldehyde and primary amines

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Abstract

One-pot reactions of dimethyl sulfonyldiacetate and N-methyl-2r,6c-di(methoxycarbonyl)-3t,5t-diphenyltetrahydro-1,4-thiazine 1,1-dioxide with formaldehyde and primary amines lead to derivatives of 9-thia-3,7-diazabicyclo[3.3.1]nonane 9,9-dioxide resulted from decarboxylation of the ester groups at the positions 1 and 5. The effects of the reaction conditions and structure of the starting reagents on the yields of 9-thia-3,7-diazabicyclo[3.3.1]nonane 9,9-dioxides were studied.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Scientific Center of the Russian Academy of Sciences, 71 prosp. Oktyabrya, 450054, Ufa, Russian Federation

    L. I. Vlasova, N. Z. Baibulatova & V. A. Dokichev

  2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    Yu. V. Tomilov

Authors
  1. L. I. Vlasova
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  2. N. Z. Baibulatova
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  3. V. A. Dokichev
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  4. Yu. V. Tomilov
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Corresponding author

Correspondence to V. A. Dokichev.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2112–2115, November, 2012.

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Vlasova, L.I., Baibulatova, N.Z., Dokichev, V.A. et al. The Mannich-type interaction of sulfur-containing CH acids with formaldehyde and primary amines. Russ Chem Bull 61, 2129–2132 (2012). https://doi.org/10.1007/s11172-012-0298-9

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  • DOI: https://doi.org/10.1007/s11172-012-0298-9

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