Domino Staudinger/aza-Wittig/Mannich Reaction: An Approach to Diversity of Di- and Tetrahydropyrrole Scaffolds

A highly efficient and selective domino reaction producing valuable di- and tetrahydropyrrole-based skeletons from azidoethyl-substituted CH-acids and (thio)carbonyl compounds has been developed. By involving the additional functional groups in starting compounds into the domino reaction or postmodification of the primary reaction products, the simple construction of the pharmaceutically relevant three- and polycyclic azaheterocyclic scaffolds was demonstrated. © 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Authors
Pavlova A.S.1 , Ivanova O.A. 1, 2 , Chagarovskiy A.O. 2, 3 , Stebunov N.S.1 , Orlov N.V.4 , Shumsky A.N.5 , Budynina E.M.1 , Rybakov V.B.1 , Trushkov I.V. 2, 3
Journal
Chemistry - A European Journal
Publisher
Wiley-VCH Verlag
Number of issue
50
Language
English
Pages
17967-17971
Status
Published
Link
External link
DOI
10.1002/chem.201604056
Volume
22
Year
2016
Organizations
  • 1 Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory, 1-3, Moscow, 119991, Russian Federation
  • 2 Laboratory of Chemical Synthesis, Federal Research Center of Pediatric Hematology, Oncology and Immunology n.a. Dmitriy Rogachev, Samory Mashela st., 1, Moscow, 117997, Russian Federation
  • 3 Faculty of Science, Russian University of People's Friendship, Miklukho-Maklaya 6, Moscow, 117198, Russian Federation
  • 4 Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, Moscow, 119991, Russian Federation
  • 5 Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Kosygina 4, Moscow, 119334, Russian Federation
Keywords
azides; domino reactions; donor–acceptor cyclopropanes; nitrogen heterocycles; synthesis design
Date of creation
19.10.2018
Date of change
23.09.2021
Short link
https://repository.rudn.ru/en/records/article/record/4445/
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