Synthesis of Indenone-Fused Pyran Derivatives from Aryl Enaminones and Cyclopropenones through Unsymmetrical Relay C–H Bond Activation and Double C–C/C–O Bond Formation

Organic Letters, Journal Year: 2024, Volume and Issue: 26(31), P. 6602 - 6607

Published: July 30, 2024

Presented herein is a novel synthesis of indenone-fused pyran derivatives via the cascade reactions aryl enaminones with cyclopropenones. The formation products involves one-pot procedure consisting C–H bond and enamine functionalization along C–C cleavage cyclopropenone 1,3-rearrangement in situ-formed allylic alcohol moiety followed by intramolecular O-nucleophilic addition Me2NH elimination. To our knowledge, this first simultaneous both indenone scaffolds through concurrent unsymmetrical relay activation double C–C/C–O formation. Moreover, usefulness method further showcased its suitability for large-scale synthetic scenarios diverse transformations products.

Language: Английский

Phosphine-Based Porous Organic Polymer-Stabilized Palladium Nanoparticle Catalyst for the Regioselective Synthesis of Indenones

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 20, 2025

Phosphorus-embedded porous organic polymers (P-POPs) play a vital role in catalysis and sustainable chemical synthesis. This study uses an olefin-linked P-POP to stabilize Pd nanoparticles that catalyze Larock's annulation synthesize symmetrical indenones high yields. Unsymmetric were obtained with exclusive regioselectivities by employing intramolecular dicarbofunctionalization of modular alkyne. The approach addresses selectivity challenges indenone synthesis broadens the reaction scope incorporation aryl halides. catalyst is robust recyclable.

Language: Английский

Green Light Triggered Radical Annulation for the Synthesis of Indenone by Metal‐Free Photocatalysis

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Aug. 23, 2024

Abstract Low‐energy light, endowing with excellent characteristics of lower energy, fewer side reactions, more abundance in solar light. The scenario has been developed for the fabrication indenone through a low‐energy green light driven radical annulation reaction between α‐keto acids and internal alkynes using Rhodamine 6G as photocatalyst. Various kinds substrates are suitable this methodology, affording corresponding indenones greener efficient manner.

Language: Английский