A One-Pot Relay Sc(III)/Base-Promoted Addition/Cyclization of 1-( o -Aminophenyl)prop-2-Ynols and S/C Nucleophiles: Synthesis of 3-Sulfenylindole and 3-Arylindole Derivatives

作者：Chang He, Xiao-Han Qiu, Y.‐O. LIN, Ming Bian, Hui‐Yu Chen, Yu‐Ning Gao, Zhenjiang Liu · 发表于：The Journal of Organic Chemistry · 年份：2025 · DOI：10.1021/acs.joc.5c00182 · 被引用次数：4 · 研究领域：Sulfur-Based Synthesis Techniques、Synthesis of Indole Derivatives、Catalytic C–H Functionalization Methods

An efficient strategy for the construction of 3-sulfenylindoles and 3-arylindoles based on a one-pot relay Sc(III)/base-promoted Michael addition/cyclization/aromatization process has been developed. Different types of nucleophiles (thio- and carbon nucleophiles) react with aza -alkynyl o -quinone methides ( aza - o -AQMs) generated in situ from 1-( o -aminophenyl)prop-2-ynols to afford the indole derivatives in moderate to excellent yields. This method displays the advantages of mild conditions, simple starting materials, and broad substrate scope.