Substrate-Dependent Stereoselective Synthesis of Pyrrolo[3,4-b]Pyridin-5-Ones and Pyridyl Isoindoline-1-Ones Using Bis(benzotriazol-1-yl) Ligand
Loading...
Date
2024
Journal Title
Chemistry - An Asian Journal
Journal ISSN
Volume Title
Publisher
John Wiley and Sons Ltd
Abstract
The documented work highlighted the synthesis of bis(benzotriazol-1-yl) methane derivatives using silicomolybdic acid (SMA) and successfully implemented in the stereoselective synthesis of diverse pyrrolo[3,4-b]pyridin-5-one and pyridyl isoindolinones derivatives in one-pot. The pyridinamide precursor with diverse alkynes furnished Z-selectivity of pyrrolo[3,4-b]pyridin-5-one across exocyclic C=C bond while the various benzamides on treating with 2-ethynyl pyridine afforded (E)-pyridylisoindoline-1-ones as a major isomer. The single-crystal X-ray diffraction provides strong evidence in favor of the existence and orientation of developed compounds. The broad substrate scope, easy accessibility of substrates, high stereoselectivity, scale-up synthesis, and crystal evidence demonstrate the merits of the current decorum. � 2024 Wiley-VCH GmbH.
Description
Keywords
Benzotriazole, Bis(benzotriazol-1-yl) ligand, Cyclization, Domino synthesis, Fused heterocycle, Silicomolybdic acid, Stereoselectivity