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Alkyl 3-nitroacrylates: Synthesis and reactions with cyclohexane-1,3-diones and Meldrum’s acid


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Abstract

A modified procedure was proposed for the synthesis of alkyl 3-nitroacrylates by nitroiodination of alkyl acrylates and subsequent dehydroiodination of iodonitropropanoates with triethylamine. Alkyl 3-nitroacrylates reacted with cyclohexane-1,3-dione, dimedone, and Meldrum’s acid in the presence of N,N,N-tri-methylanilinium hydroxide (Rodionov’s catalyst) in anhydrous methanol to give the corresponding Michael adducts.

About the authors

V. V. Pelipko

Herzen State Pedagogical University of Russia

Email: kohrgpu@yandex.ru
Russian Federation, nab. r. Moiki 48, St. Petersburg, 191186

S. V. Makarenko

Herzen State Pedagogical University of Russia

Author for correspondence.
Email: kohrgpu@yandex.ru
Russian Federation, nab. r. Moiki 48, St. Petersburg, 191186

R. I. Baichurin

Herzen State Pedagogical University of Russia

Email: kohrgpu@yandex.ru
Russian Federation, nab. r. Moiki 48, St. Petersburg, 191186

V. M. Berestovitskaya

Herzen State Pedagogical University of Russia

Email: kohrgpu@yandex.ru
Russian Federation, nab. r. Moiki 48, St. Petersburg, 191186

K. S. Kovalenko

Chemical and Food Fragrances Factory Ltd.

Email: kohrgpu@yandex.ru
Russian Federation, ul. Partizanskaya 11, St. Petersburg, 195027

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