Journal ArticleDOI
A general synthesis of ynones from aldehydes via oxidative C-C bond cleavage under aerobic conditions.
Zhaofeng Wang,Li Li,Yong Huang +2 more
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TLDR
A direct synthesis of various ynones from readily available aldehydes and hypervalent alkynyl iodides is described, which can be converted to the desired ynone through an in situ C-C bond oxidative cleavage using molecular oxygen.Abstract:
We describe a direct synthesis of various ynones from readily available aldehydes and hypervalent alkynyl iodides. In this method, a gold catalyst and a secondary amine work synergistically to produce the trisubstituted allenyl aldehyde, which can be converted to the desired ynone through an in situ C–C bond oxidative cleavage using molecular oxygen.read more
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Cyclic Hypervalent Iodine Reagents for Atom-Transfer Reactions: Beyond Trifluoromethylation.
TL;DR: The introduction of alkynes by using ethynylbenziodoxol(on)e (EBX) reagents has been highly successful and their use to construct carbon-heteroatom and carbon-carbon bonds will be presented.
Journal ArticleDOI
Decarboxylative Alkynylation and Carbonylative Alkynylation of Carboxylic Acids Enabled by Visible‐Light Photoredox Catalysis
TL;DR: Visible-light-induced photocatalytic decarboxylative carbonylative alkynylations of carboxylic acids have been developed for the first time and affords valuable ynones in high yields at room temperature.
Journal ArticleDOI
Sunlight-Driven Decarboxylative Alkynylation of α-Keto Acids with Bromoacetylenes by Hypervalent Iodine Reagent Catalysis: A Facile Approach to Ynones.
TL;DR: Experiments show that results obtained with blue light are comparable to those obtained when using sunlight, and Mechanistic studies demonstrate that the sunlight-driven decarboxylation undergoes a radical process.
Journal ArticleDOI
Visible-Light-Induced Alkoxyl Radical Generation Enables Selective C(sp3)–C(sp3) Bond Cleavage and Functionalizations
TL;DR: The first visible-light-induced alcohol oxidation to generate alkoxyl radicals by cyclic iodine(III) reagent catalysis under mild reaction conditions is reported, which enables selective C(sp(3)-C(3)) bond cleavage and alkynylation/alkenylation reactions with various strained cycloalkanols, and for the first time with linear alcohols.
Journal ArticleDOI
Dual Hypervalent Iodine(III) Reagents and Photoredox Catalysis Enable Decarboxylative Ynonylation under Mild Conditions
TL;DR: The reaction represents the first HIR/photoredox dual catalysis to form acyl radicals from α-ketoacids, followed by an unprecedented acyl radical addition to HIR-bound alkynes and suggests future visible-light-induced biological applications.
References
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Journal ArticleDOI
Novel Gold Catalysts for the Oxidation of Carbon Monoxide at a Temperature far Below 0 °C
TL;DR: In this article, a variety of gold catalysts are used to catalyze the oxidation of carbon monoxide at temperatures as low as −70 °C and are stable in a moistened gas atmosphere.
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Chemistry of Polyvalent Iodine
TL;DR: The present review summarizes the data that appeared in the literature following publication of previous reviews in 1996 and 2002 and is organized according to the classes of organic polyvalent iodine compounds with emphasis on their synthetic application.
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Homogeneous gold catalysis beyond assumptions and proposals--characterized intermediates.
TL;DR: Gold catalysis is a very active area in the field of catalysis research, new reactions are published every week, amazing changes in the connectivity are often observed, the number of applications in total synthesis is increasing...--but what are the mechanisms of these reactions?
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Carboxylic acids as substrates in homogeneous catalysis.
TL;DR: This review provides an overview of interesting catalytic transformations of carboxylic acids and a number of derivatives accessible from them in situ to provide an invitation to complement, refine, and use these new methods in organic synthesis.