NIS-Promoted Cascade Electrophilic Spirocyclization of Aryl Alkyne-Tethered Indoles to Construct Iodinated
Xingyue Wang1, Meng Liang1, Jiang Bai1
1Jiangxi Provincial Key Laboratory of Organic Functional Molecules; Institute of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang, Jiangxi Province 330013, China.
Abstract:
A highly efficient and general cascade electrophilic spirocyclization reaction of aryl alkyne-tethered indoles with N-iodosuccinimide (NIS) has been developed under mild conditions. A diverse range of iodinated spiroindolenines were successfully constructed in moderate to excellent yields without relying on metal reagents, strong oxidants, photochemical activation, or electrochemical assistance. Moreover, this protocol demonstrates good functional group tolerance, mild reaction conditions, feasibility for gram-scale synthesis, and versatile practical applications.
More Related Videos
09:54Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
Published on: September 12, 2018
10:14Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography
Published on: May 16, 2014
Related Concept Videos
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Cycloaddition Reactions: Overview
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
