[3 + 1 + 2] Annulation for Modular Synthesis of Polysubstituted Pyridines Using Calcium Carbide as an Acetylene Surrogate
Abstract
A [3 + 1 + 2] annulation strategy for the modular synthesis of polysubstituted pyridines, such as 2,6-diarylnicotinic acid esters and nicotinonitriles, is described. Multicomponent reactions employ β-enamine esters/β-enamine nitriles and aromatic aldehydes as starting materials, and calcium carbide as a source of alkyne. The key advantages of this method include the use of an inexpensive and easy-to-handle solid alkyne source instead of flammable and explosive gaseous acetylene, a broad substrate scope with good functional group tolerance, high yield, operational simplicity, and scalability to the gram scale.
Fields of Study & Subjects
Synthesis and Characterization of Pyrroles
Catalytic C–H Functionalization Methods
Synthesis and Reactivity of Heterocycles
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 14
- Pages
- 4988–4996
- Publication date
- 25 March 2026
- Language
- EN