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Updated: Jan 22, 2026

Preparing a Celadonite Electron Source and Estimating Its Brightness

Preparing a Celadonite Electron Source and Estimating Its Brightness

Published on: November 5, 2019

ラガライトを電子供与体、スルホン源、およびC1シンントンとして使用した多官能性ラクタム置換アルキルスルホンの合成

Hui-Ying Ren^1,2, Miao Wang¹, Shan Jiang¹

¹College of Chemistry and Chemical Engineering, Key Laboratory of Function-Oriented Porous Materials of Henan Province, Luoyang Normal University, Luoyang, Henan 471934, P. R. China. wangmiao1991@lynu.edu.cn.

Chemical communications (Cambridge, England)

|January 21, 2026

Abstract:

Substantial progress has been made in the single and dual functionalization of the 3,3-difluoro-γ-lactam radical for the synthesis of related derivatives. However, achieving its triple functionalization presents a significant challenge, primarily due to difficulties in sequential control, site selectivity, and competing pathways. Herein, we report a novel rongalite-mediated triple functionalization of N-allyl bromodifluoroacetamides with electron-rich heteroarenes via a sulfonylation/methylation/heteroarylation sequence, enabling efficient access to multifunctional lactam-substituted alkyl sulfones. This protocol operates under metal-, oxidant-, and photocatalyst-free conditions, demonstrating high efficiency and broad substrate scope. Furthermore, the protocol facilitates late-stage modification of indole scaffolds derived from commercial pharmaceuticals, including ibuprofen, aspirin, and indomethacin. Mechanistic studies support a radical pathway, underscoring the triple role of rongalite as a super electron donor for reaction initiation, a "SO₂" source, and a "C1" precursor.

キーワード:

ラガライトスルホンラクタム三重官能化ラジカル反応 C1シンントン金属触媒フリー

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