Copper-Catalyzed Carbonylation Reactions: A Personal Account

Synthesis, Journal Year: 2024, Volume and Issue: 56(17), P. 2595 - 2613

Published: Jan. 9, 2024

Abstract Carbonylation reactions have been widely used to construct carbonyl-containing molecules or carbon enhancement reactions, which are mostly catalyzed by noble metals (Pd, Rh, Ru, Ir). In this review, we introduce the copper-catalyzed carbonylation that developed in our group. Diverse using various substrates, including of C–H activated alkanes, difunctionalization unsaturated C–C bonds, and alkyl halides via radical pathway. 1 Introduction 2 Cu-Catalyzed C(sp 3)–H Bonds 3 Carbonylative Difunctionalization Unsaturated 4 Cu–X (H B) Mediated Acylation with Electrophiles 5 6 Alkyl Halides 7 Other Types Copper-Catalyzed Reactions 8 Conclusion Outlook

Language: Английский

---

Visible light-induced perfluoroalkylative carbonylation of unactivated alkenes

Journal of Catalysis, Journal Year: 2022, Volume and Issue: 413, P. 214 - 220

Published: June 26, 2022

Language: Английский

---

Ethylene as a synthon in carbonylative synthesis

Coordination Chemistry Reviews, Journal Year: 2022, Volume and Issue: 477, P. 214947 - 214947

Published: Nov. 28, 2022

Language: Английский

---

Non‐Noble Metal‐Catalyzed Carbonylative Multi‐Component Reactions

Chemistry - An Asian Journal, Journal Year: 2022, Volume and Issue: 17(22)

Published: Sept. 14, 2022

Carbonylative multi-component reactions (CMCR), having four or more kinds of starting materials, provide an efficient strategy for the preparation polyfunctional carbonylated compounds. Diverse CMCR utilizing non-noble transition-metal catalysts have been developed. This review summarized and discussed recent advances in metal-catalyzed carbonylative reactions.

Language: Английский

---

Palladium-Catalyzed Carbonylation of Disulfides and Ethylene: Synthesis of β-Thiopropionate Thioesters

Organic Letters, Journal Year: 2022, Volume and Issue: 24(9), P. 1848 - 1852

Published: Feb. 25, 2022

Transforming carbon monoxide (C1) and ethylene (C2) into high value-added chemicals is of great significance from an economic perspective, especially to multifunctionalized C3 compounds. Herein, we developed a palladium-catalyzed thiocarbonylative 1,2-difunctionalization ethylene. Employing NiXantPhos as the ligand DCE solvent, series organic disulfides can be successfully transformed β-thiopropionate thioesters in good yields.

Language: Английский

---

α‐Acylation of Alkenes by a Single Photocatalyst

Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 61(52)

Published: Oct. 7, 2022

A direct strategy for the difunctionalization of alkenes, with acylation occurring at more substituted alkene position, would be attractive complex ketone synthesis. We report herein a reaction driven by single photocatalyst that enables α-acylation in this way introduction fluoromethyl, alkyl, sulfonyl or thioether group β-position high chemo- and regioselectivity under extremely mild conditions. Crucial to success method are rate differences kinetics radical generation through single-electron transfer (SET) between different precursors excited (PC*). Thus, is first occupied derived from precursor can generated most readily, α-keto acids could used as an electrophilic reagent alkenes.

Language: Английский

---

Palladium-catalyzed four-component difluoroalkylative carbonylation of aryl olefins and ethylene

Journal of Catalysis, Journal Year: 2022, Volume and Issue: 413, P. 163 - 167

Published: June 23, 2022

Language: Английский

---

Palladium-catalyzed difluoroalkylative carbonylation of styrenes toward difluoropentanedioates

Chemical Science, Journal Year: 2022, Volume and Issue: 13(32), P. 9387 - 9391

Published: Jan. 1, 2022

An interesting palladium-catalyzed difluoroalkylative carbonylation of aryl olefins has been developed. A wide range were transformed into the corresponding difluoropentanedioate compounds with good functional-group tolerance and excellent regioselectivity.

Language: Английский

---

A general palladium-catalyzed carbonylative synthesis of α-CF3-substituted ketones and carboxylic acid derivatives

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION), Journal Year: 2024, Volume and Issue: 60, P. 171 - 177

Published: May 1, 2024

Language: Английский

---

Inverse conjugate additions of acrylic amides and esters with F/Cl/O/N-nucleophiles and CF ₃ ⁺ reagents

Science Advances, Journal Year: 2025, Volume and Issue: 11(7)

Published: Feb. 12, 2025

The conjugate additions of nucleophiles to acceptors are among the most powerful hetero-carbon bond formation reactions. addition normally occurs via a β-nucleophilic addition, resulting in stabilized α-carbanion intermediate that can be subsequently quenched by electrophiles or protons. Nevertheless, inverse involving an α-specific nucleophilic remains less explored because electronic mismatch. In this research, we disclosed including Py·HF, TBACl, HOR, H 2 O, 18 RCO H, and pyrazole concurrent with trifluoromethylation. This umpolung inversely regioselective enabled visible light–induced redox photocatalysis, occurred unusual α-nucleophilic other than normal efficiently generate diverse α-functionalized CF 3 -containing amides/esters. broad substrate scope, excellent functional-group tolerance, versatile late-stage derivatizations as well biologically functionally important products demonstrated potential applications protocol materials, agrochemicals, pharmaceutical chemistry.

Language: Английский

---