シランカルボン酸の最近の進歩:現代有機合成における多用途試薬として
Duo Zhang1, Lei Yu2, Guodong Zhang3
1Medicine Center, Guangxi University of Science and Technology, Liushi Road 257, 545006, Liuzhou, Guangxi, China.
Abstract:
Silanecarboxylic acids have evolved from stable chemical curiosities into versatile and practical reagents, a transformation detailed in this review. Initially valued as bench-stable, crystalline carbon monoxide (CO) surrogates, they have enabled safe and controllable CO release for a wide array of transition-metal-catalysed carbonylation reactions. More recently, their role as readily decarboxylative silyl radical precursors under mild photoredox conditions has been unlocked, sparking a paradigm shift in silyl radical chemistry. This review comprehensively summarizes these dual reactivities, covering their applications not only in carbonylations and decarboxylative hydrosilylation, allylation, and C-H silylation but also in emerging transformations such as halogen-atom transfer (XAT) and deaminative processes. By examining key mechanistic insights and representative synthetic applications, we illustrate how these compounds are expanding the synthetic toolbox and addressing long-standing challenges. Finally, we provide a critical outlook on future opportunities and remaining limitations in this rapidly advancing field.
関連する概念動画
Reactions of Carboxylic Acids: Introduction
Carboxylic Acids to Acid Chlorides
Preparation of Carboxylic Acids: Carboxylation of Grignard Reagents
α-Halogenation of Carboxylic Acid Derivatives: Overview
Preparation of Carboxylic Acids: Hydrolysis of Nitriles
Preparation of Amides
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...


