Asymmetric Synthesis of Trifluoromethyl Substituted Spiro[Indoline‐3,4′‐Pyrano[2,3‐c]Pyrazole] Derivatives with Organocatalysts


Özcan B. D., Kömüşdoğan E. B., Şahin E., Tanyeli C.

CHEMISTRYSELECT, vol.9, pp.1-10, 2024 (SCI-Expanded)

  • Publication Type: Article / Article
  • Volume: 9
  • Publication Date: 2024
  • Doi Number: 10.1002/slct.202304275
  • Journal Name: CHEMISTRYSELECT
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier
  • Page Numbers: pp.1-10
  • Middle East Technical University Affiliated: Yes

Abstract

Spirocyclic compounds have always attracted attention due to their presence as a structural core in a wide variety of natural and bioactive molecules and to exhibit pharmaceutical properties. An asymmetric synthesis of spiro[indoline-3,4’-pyrano[2,3- c]pyrazoles] via Michael addition of trifluoromethyl substituted pyrazolone to isatylidene ethyl cyanoacetate derivatives was conducted with excellent enantioselectivities up to 99% and up to 97% isolated yield at room temperature with using 2 mol% of bifunctional quinine derived squaramide organocatalysts.