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Functionalization of 2,3,4,5-Tetrahydro-1,5-benzodiazepin-2(1H)-ones by Electrophilic Aromatic Substitution

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Summary.

Highly substituted, novel, 8- and 9-nitro-2,3,4,5-tetrahydro-1,5-benzodiazepin-2(1H)-ones were obtained by direct nitration of the 7-bromo-5-trifluoroacetyl (or formyl)-substituted tetrahydrobenzodiazepinones. Alkaline and acidic hydrolysis of the novel mononitro derivatives was examined. Semiempirical AM1 calculations of aromatic substituents orientation in the nitration products are presented.

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Authors and Affiliations

  1. Institute of Biochemistry, LT-2600 Vilnius, Lithuania, , , , ,

    Regina Janciene, Ausra Vektariene, Zita Stumbreviciute, Lidija Kosychova, Kazimieras Konstantinavicius & Benedikta D. Puodziunaite

Authors
  1. Regina Janciene
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  2. Ausra Vektariene
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  3. Zita Stumbreviciute
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  4. Lidija Kosychova
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  5. Kazimieras Konstantinavicius
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  6. Benedikta D. Puodziunaite
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Correspondence to Regina Janciene.

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Janciene, R., Vektariene, A., Stumbreviciute, Z. et al. Functionalization of 2,3,4,5-Tetrahydro-1,5-benzodiazepin-2(1H)-ones by Electrophilic Aromatic Substitution. Monatshefte für Chemie 134, 1629–1639 (2003). https://doi.org/10.1007/s00706-003-0056-7

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  • DOI: https://doi.org/10.1007/s00706-003-0056-7

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