Synthesis of novel dibenzo-2,6,9-triazabicyclo[3.3.1]nonanes from o-tosylamino- and o-mesylaminobenzaldehydes |
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Authors: | L. Yu. Ukhin L. G. Kuz’mina |
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Affiliation: | (1) Institute of Physical and Organic Chemistry, Rostov State University, 194/2 prosp. Stachki, 344090 Rostov-on-Don, Russian Federation;(2) N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninsky prosp., 119991 Moscow, Russian Federation |
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Abstract: | Condensation of o-tosylaminobenzaldehyde with γ-aminobutyric, 4-aminophenylthioacetic, and p-aminobenzoic acids and β-alanine gave 6,12-epimino-5,11-ditosyl-5,6,11,12-tetrahydrodibenzo[b, f]-1,5-diazocines with carboxyl-containing substituents at the bridging N atoms. The structures of three products were examined by X-ray diffraction analysis. Condensation of o-mesylaminobenzaldehyde (prepared by the McFadyen-Stevens reaction) with NH4OAc and primary amines afforded 6,12-epimino-5,11-dimesyl-5,6,11,12-tetrahydrodibenzo[b, f]-1,5-diazocine derivatives.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2165–2171, October, 2004. |
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Keywords: | o-tosylaminobenzaldehyde amino acids 6,12-epimino-5,11-ditosyl-5,6,11,12-tetrahydrodibenzo[b,f]-1,5-diazocine derivatives o-mesylaminobenzaldehyde ammonium acetate primary amines 6,12-epimino-5,11-dimesyl-5,6,11,12-tetrahydrodibenzo[b,f]-1,5-diazocine derivatives X-ray diffraction analysis |
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