Related Experiment Video
Updated: Jan 15, 2026

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay
Published on: February 9, 2021
Expedient regioselective synthesis of all-different tetraaryl furans
Shixuan Bu1, Haoran Wang1, Sunewang R Wang1,2
1Chang-Kung Chuang Institute, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200241, China. rxwang@chem.ecnu.edu.cn.
Abstract:
In addition to the all-different tetraaryl dihydrofuran esters prepared by our previously reported annulative Cloke-Wilson rearrangement, we developed a practical and efficient route to all-different tetraaryl furans. This strategy involves the removal of the ester on the quaternary β-carbon via either saponification or tBuOK-mediated decarbonylation of the derived aldehydes, followed by DDQ-mediated oxidative aromatization, or aerobic Ma oxidation of the derived alcohols. Notably, the method tolerates cross-coupling-reactive aryl halides, providing an efficient strategy for the synthesis of these all-different tetraaryl furans.
More Related Videos
Related Concept Videos
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn stereochemistry.
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Five-Membered Heterocyclic Aromatic Compounds: Overview

