Silver-Catalyzed Regioselective Oxacyclization of 3-Alkynyl Pyrroles: Straightforward Route to 2,3,5-Triarylated Pyrano[3,4- b ]Pyrrolones
Abstract
We present a method for the silver-catalyzed oxacyclization of 3-alkynylpyrroles to create the pyrano[3,4- b ]pyrrolone scaffold. This method exhibits high regioselectivity, enabling position-specific functionalization of the pyrrole core without the need for N -protection. It is also compatible with a broad range of substrates. Using this strategy, we synthesized a small library of novel triarylated pyranopyrroles, thereby enabling the creation of substitution patterns that were previously challenging to achieve. This methodology, therefore, provides a versatile approach to heteroaromatic architectures that are potentially relevant in drug discovery and chemical biology.
Fields of Study & Subjects
Catalytic C–H Functionalization Methods
Synthesis and Characterization of Pyrroles
Catalytic Alkyne Reactions
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 5
- Pages
- 2004–2017
- Publication date
- 27 January 2026
- Language
- EN