Scaffolding-Induced Property Modulation of Chemical Space

Jingyao Li, Vincenzo Di Lorenzo, Pravin Patil, Angel J. Ruiz-Moreno, Katarzyna Kurpiewska, Justyna Kalinowska-Tłuścik, Marco A. Velasco-Velázquez, Alexander Dömling*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

6 Citations (Scopus)
122 Downloads (Pure)


Physicochemical property switching of chemical space is of great importance for optimization of compounds, for example, for biological activity. Cyclization is a key method to control 3D and other properties. A two-step approach, which involves a multicomponent reaction followed by cyclization, is reported to achieve the transition from basic moieties to charge neutral cyclic derivatives. A series of multisubstituted oxazolidinones, oxazinanones, and oxazepanones as well as their thio and sulfur derivatives are synthesized from readily available building blocks with mild conditions and high yields. Like a few other methods, MCR and cyclization allow for the collective transformation of a large chemical space into a related one with different properties.
Original languageEnglish
Pages (from-to)356-360
Number of pages5
JournalAcs combinatorial science
Issue number7
Publication statusPublished - May-2020


  • Ugi reaction
  • cyclic carbamate
  • cyclization
  • multicomponent reaction
  • scaffold diversity
  • tetrazole

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