Flexible Construction Approach to the Synthesis of 1,5-Substituted Pyrrole-3-carbaldehydes from 5‑Bromo-1,2,3-triazine

We report an efficient and mild tandem catalytic process for the synthesis of functionalized pyrrole-3-carbaldehydes. These compounds were obtained by a one-pot three-component reaction of 5-bromo-1,2,3-triazine, terminal alkynes, and primary amines via a palladium-catalyzed Sonogashira coupling rea...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2022-04, Vol.24 (15), p.2889-2893
Main Authors: Wu, Chien-Chi, Ambre, Ram, Lee, Meng-Hsuan, Shie, Jiun-Jie
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:We report an efficient and mild tandem catalytic process for the synthesis of functionalized pyrrole-3-carbaldehydes. These compounds were obtained by a one-pot three-component reaction of 5-bromo-1,2,3-triazine, terminal alkynes, and primary amines via a palladium-catalyzed Sonogashira coupling reaction, and then annulation through a silver-mediated reaction of the resulting alkynyl 1,2,3-triazines allowed for access to the multifunctionalized pyrrole-3-carbaldehydes.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c00891