Recent advances in post Ugi-4CR dearomatizations for constructing spiro heterocycles

The Ugi reaction has obtained broad interest due to mild reaction conditions and high variability. The Ugi adducts provide myriad opportunities for post-transformations, leading to heterocycles, bioactive molecules, macrocycles, polymers, natural products and drugs. Recently, dearomatization strategies have been employed in post-Ugi transformations. Through transition metal catalysis and metal-free methods, different kinds of three dimensional complex molecules are formed in an atom- and step-economic manner. This review summarizes recent advances in the combination of the Ugi-4CR and dearomatization strategies for the synthesis of spirocycles. © 2024 The Royal Society of Chemistry.

Authors
Tang X. , Tao Q. , Song L. , Van Der Eycken E.V. 4, 5
Journal
Organic Chemistry Frontiers
Publisher
Royal Society of Chemistry
Issue number
17
Language
English
Pages
4895-4912
State
Published
Link
External link
DOI
10.1039/D4QO01060D
Volume
11
Year
2024
Organizations
  • 1 College of Science, Nanjing Forestry University, Jiangsu, Nanjing, 210037, China
  • 2 Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals, International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University, Nanjing, 210037, China
  • 3 Dehua TB New Decoration Material Co., Ltd, Huzhou, 313200, China
  • 4 Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, Leuven, B-3001, Belgium
  • 5 Peoples’ Friendship University of Russia (RUDN University), Miklukho-Maklaya street 6, Moscow, 117198, Russian Federation
Keywords
Aromatization; Molecules; Bioactive molecules; Complex molecules; Dearomatization; Heterocycles; Macrocycles; Metal free; Mild reaction conditions; Natural products; Transition metal catalysis; Ugi reaction; Transition metals
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