Dual role of polyphosphoric acid-activated nitroalkanes in oxidative peri -annulations: Efficient synthesis of 1,3,6,8-tetraazapyrenes

A highly efficient synthetic method for expeditious and selective assembly of tetraazopyrenes (TAPy) is reported, based on the novel reaction of electrophilically activated nitroalkanes with aromatic amines. Remarkably, the nitroalkanes play a dual role in this process, also serving as mild and efficient oxidants promoting aromatization of the final product and allowing for the exclusion of a poorly controllable aerobic treatment. © 2017 The Royal Society of Chemistry.

Authors
Aksenov A.V.1 , Ovcharov D.S.1 , Aksenov N.A. 1, 2 , Aksenov D.A.1 , Nadein O.N.1 , Rubin M.1, 3
Journal
Number of issue
48
Language
English
Pages
29927-29932
Status
Published
Volume
7
Year
2017
Organizations
  • 1 Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol, 355009, Russian Federation
  • 2 Department of Organic Chemistry, People's Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
  • 3 Department of Chemistry, University of Kansas, 1251 Wescoe Hall Dr., Lawrence, KS 66045-7582, United States
Keywords
Amines; Aerobic treatment; Aromatic amines; Dual role; Efficient synthesis; Nitroalkanes; Polyphosphoric acids; Selective assembly; Synthetic methods; Paraffins
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