Thiophenol-mediated metal-free chemoselective conjugate reduction strategy for 3-alkylidene oxindoles

RSC Advances 2026 Open access

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Authors: Baliram Raosaheb Patil, Chandrakant Bhagwan Nichinde, Amardipsing S. Girase, Suryakant Shivaji Chaudhari, Anil Kisan Kinage
DOI: 10.1039/d5ra09175f
Cited by: 1
References: 36

Abstract

a thiol-ene-type Michael addition was effectively carried out. Thiophenol as an efficient reductant is used in DMSO, and the transformation proceeds without the need for metal catalyst, external hydrogen source, or harsh reagents. The reaction displays a broad substrate scope, accommodating both electron-donating and electron-withdrawing substituents, and delivers 3-alkyloxindoles in high yields with excellent β-selectivity. This sustainable and operationally simple method unveils a distinct thiol-mediated reduction mechanism, providing a green and versatile approach for accessing reduced oxindole derivatives and related Michael acceptors.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Sulfur-Based Synthesis Techniques Asymmetric Hydrogenation and Catalysis

Publication details

Journal / source
RSC Advances
Publisher
Royal Society of Chemistry (RSC)
Volume
16
Issue
9
Pages
7702–7706
Publication date
1 January 2026
Language
EN