Calcium(ii)-catalyzed [2+3] annulation of enynones: a sustainable approach to 9H-pyrrolo[1,2-a]indole frameworks

  • Kale, Ashok; 
  • Rivonker, Shubham C.; 
  • Kim, Jong-hyuk; 
  • Hwang, Jong Yeon; 
  • Choi, Yongseok; 
  • ... Lee, Kyeong
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초록

A Ca(ii)-catalyzed, atom-economic, and regioselective [2+3] annulation reaction has been developed to synthesize 9H-pyrrolo[1,2-a]indoles by using easily accessible tryptamines and enynones. This protocol exhibits broad functional group tolerance; thus, 9H-pyrrolo[1,2-a]indole frameworks with diverse substitution patterns can be synthesized. The synthetic utility of this method is further demonstrated through its effectiveness in gram-scale preparations and versatile synthetic transformations.

키워드

Alcohol; Calcium; Calcium Compounds; Polycyclic Aromatic Hydrocarbons; Regioselectivity; Synthesis (chemical); Annulation Reactions; Atom Economic; Functionals; Gram Scale; Regio-selective; Substitution Patterns; Synthesised; Synthetic Transformations; Synthetic Utility; Tryptamines; Catalysis; 9h Pyrrolo[1,2 A]indole; Alcohol; Calcium; Chemical Compound; Enynone; Ketone; Unclassified Drug; Tryptamine Derivative; Antineoplastic Activity; Article; Catalysis; Chemical Analysis; Drug Toxicity; Economic Aspect; Nonhuman; Nuclear Magnetic Resonance; Synthetic Biology; X Ray Crystallography; Annulation Reaction; Article; Controlled Study; Drug Analysis; Drug Development; STABILITY; INDOLES
제목
Calcium(ii)-catalyzed [2+3] annulation of enynones: a sustainable approach to 9H-pyrrolo[1,2-a]indole frameworks
저자
Kale, Ashok; Rivonker, Shubham C.; Kim, Jong-hyuk; Hwang, Jong Yeon; Choi, Yongseok; Lee, Kyeong
DOI
10.1039/d5cc02204e
발행일
2025-07
유형
Article
저널명
Chemical Communications
권
61
호
62
페이지
11689 ~ 11692