Electrophilically Activated Nitroalkanes in Synthesis of 3,4-Dihydroquinozalines

Alexander V. Aksenov; Igor Yu. Grishin; Nicolai A. Aksenov; Vladimir V. Malyuga; Dmitrii A. Aksenov; Mezvah A. Nobi; Michael Rubin

doi:10.3390/molecules26144274

Molecules (Jul 2021)

Electrophilically Activated Nitroalkanes in Synthesis of 3,4-Dihydroquinozalines

Alexander V. Aksenov,
Igor Yu. Grishin,
Nicolai A. Aksenov,
Vladimir V. Malyuga,
Dmitrii A. Aksenov,
Mezvah A. Nobi,
Michael Rubin

Affiliations

Alexander V. Aksenov: Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia
Igor Yu. Grishin: Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia
Nicolai A. Aksenov: Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia
Vladimir V. Malyuga: Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia
Dmitrii A. Aksenov: Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia
Mezvah A. Nobi: Department of Chemistry, University of Kansas, 1567 Irving Hill Road, Lawrence, KS 66045, USA
Michael Rubin: Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia

DOI: https://doi.org/10.3390/molecules26144274
Journal volume & issue: Vol. 26, no. 14
p. 4274

Abstract

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Nitroalkanes activated with polyphosphoric acid serve as efficient electrophiles in reactions with various nucleophilic amines. Strategically placed second functionality allows for the design of annulation reactions enabling preparation of various heterocycles. This strategy was employed to develop an innovative synthetic approach towards 3,4-dihydroquinazolines from readily available 2-(aminomethyl)anilines.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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