Direct Pyrido-Annulation of 2-Chloro-3-carbonyl Indoles with 1,3-Dipolar Azomethine Ylides: An Adaptable One-Flask Access to Substituted β-Carboline-1-carboxylates
Abstract
An efficient, economical, indole-to-β-carboline strategy has been devised through a convenient, one pot, catalyst-free operation. The key tactic in this endeavor involves pyrido-annulation of 2-chloro-3-carbonyl indoles through regioselective (3 + 3)-annulation with 1,3-dipolar azomethine ylides to provide direct access to a range of β-carbolines in decent yields. Overall our methodology constitutes an adaptable access to a range of bioactive β-carbolines (27 examples) with complete regioselectivity and robust functional group compatibility.
Fields of Study & Subjects
Synthesis and bioactivity of alkaloids
Catalytic C–H Functionalization Methods
Synthesis and Characterization of Pyrroles
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 8
- Pages
- 3383–3393
- Publication date
- 16 February 2026
- Language
- EN