A SIMPLE SYNTHESIS OF 2-{2-[(ARYLMETHYLIDENE)AMINO]-INDAZOL-3-YL}MALONATE ESTERS

Authors

  • Любовь И. Кузнецова N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Алексей О. Чагаровский N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia Dmitry Rogachev National Medical Research Center of Pediatric Hematology, Oncology and Immunology, 1 Samory Mashela St., Moscow 117997, Russia
  • Ирина И. Левина M. N. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, 4 Kosygina St., Moscow 119334, Russia
  • Виктор Б. Рыбаков Lomonosov Moscow State University, 1 Build. 3 Leninskie Gory, Moscow 119991, Russia;
  • Ольга А. Иванова N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia Lomonosov Moscow State University, 1 Build. 3 Leninskie Gory, Moscow 119991, Russia;
  • Игорь В. Трушков N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia Dmitry Rogachev National Medical Research Center of Pediatric Hematology, Oncology and Immunology, 1 Samory Mashela St., Moscow 117997, Russia

DOI:

https://doi.org/10.1007/5468

Keywords:

aldehydes, alkenes, aziridines, indazoles, organic azides.

Abstract

A method was developed for the synthesis of dimethyl {2-[(arylmethylidene)amino]-2H-indazol-3-yl}malonates on the basis of a Knoevenagel condensation between 2-azidobenzaldehyde and dimethyl malonate, followed by treatment of the obtained adduct with aromatic
aldehydes in the presence of polymer-supported triphenylphosphine. It was shown that the interaction of the synthesized Schiff bases with Corey ylide provided a route for the synthesis of 2-(aziridin-1-yl)indazoles.

Author Biographies

Любовь И. Кузнецова, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia

лаб. 33, инженер

Алексей О. Чагаровский, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia Dmitry Rogachev National Medical Research Center of Pediatric Hematology, Oncology and Immunology, 1 Samory Mashela St., Moscow 117997, Russia

лаборатория химического синтеза, с.н.с.

Ирина И. Левина, M. N. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, 4 Kosygina St., Moscow 119334, Russia

центр магнитной спектроскопии н.с.

Виктор Б. Рыбаков, Lomonosov Moscow State University, 1 Build. 3 Leninskie Gory, Moscow 119991, Russia;

кафедра общей химии, с.н.с.

Ольга А. Иванова, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia Lomonosov Moscow State University, 1 Build. 3 Leninskie Gory, Moscow 119991, Russia;

кафедра органической химии, в.н.с.

Игорь В. Трушков, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia Dmitry Rogachev National Medical Research Center of Pediatric Hematology, Oncology and Immunology, 1 Samory Mashela St., Moscow 117997, Russia

зав. лаб. 33

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Published

2020-05-28

Issue

Vol. 56 No. 5 (2020)

Section

Original Papers