Category Ranking
98%
Total Visits
921
Avg Visit Duration
2 minutes
Citations
20
Article Abstract
The first catalytic hydrocarboxylation of enamides and imines with CO to generate valuable α,α-disubstituted α-amino acids is reported. Notably, excellent chemo- and regio-selectivity are achieved, significantly different from previous reports on β-carboxylation of enamides, homocoupling or reduction of imines. Moreover, this transition-metal-free procedure exhibits low loading of an inexpensive catalyst, easily available substrates, mild reaction conditions, high efficiency, facile scalability and easy product derivatization, providing great potential for application in organic synthesis, pharmaceutical chemistry, and biochemistry.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/anie.201806874 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Nickel-Catalyzed Hydrocarboxylation of Styrenes with Carbon Dioxide and Water.
J Org Chem
July 2025
School of Chemistry and Chemical Engineering, Zhejiang Sci-Tech University, Hangzhou 310018, China.
The nickel-catalyzed hydrocarboxylation of styrenes with carbon dioxide, employing water as a formal hydride source, has been effectively established, yielding the α-aryl carboxylic acid with commendable regioselectivity and yield. Furthermore, the catalytic asymmetric hydrocarboxylation of styrenes has been established, albeit with limited enantioselectivity.
View Article and Find Full Text PDFNickel-Catalyzed Hydrocarboxylation of Terminal Unactivated Alkenes: Formation of Branched Carboxylic Acids and Competing Catalyst Deactivation from CO Reduction to CO.
Organometallics
July 2024
Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706, USA.
The reductive coupling of CO and alkenes represents a compelling strategy for the synthesis of carboxylic acids. In this study, we show that Ni(OAc) and 6,6'-Mebpy (dmbpy) catalyzes hydrocarboxylation of terminal unactivated alkenes to afford the branched 2-methyl-substituted carboxylic acids. The nickel/dmbpy speciation in solution is elucidated through electrochemical and UV-visible and NMR spectroscopic methods.
View Article and Find Full Text PDFIridium-Catalyzed Hydrocarboxylation of Olefins with CO and H.
Molecules
April 2025
Beijing National Laboratory for Molecular Sciences, Key Laboratory of Colloid, Interface and Thermodynamics, Center for Carbon Neutral Chemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
CO is a greenhouse gas and a nontoxic, easily available and renewable C feedstock. H is a clean and cheap reductant that can be obtained from renewable energy. Olefins are platform chemicals that can be produced from a variety of raw materials such as petroleum, coal and renewable biomass.
View Article and Find Full Text PDFProximal and Remote Hydrocarboxylation of Alkenes with Carbon Dioxide Enabled by Nickel-Catalyzed Hydrogen Atom Transfer.
Angew Chem Int Ed Engl
May 2025
Department of Chemistry, National University of Singapore, Singapore, 117543, Singapore.
The utilization of carbon dioxide and alkenes as feedstocks for the synthesis of carboxylic acids holds great significance in the realm of sustainable chemistry. Nonetheless, achieving selective C─H bond carboxylation of alkenes with broad applicability has long been a challenging task. Herein, we present a straightforward and unifying approach for the preparation of α-carboxylic acids through nickel-catalyzed radical hydrocarboxylation of both functionalized and unactivated, simple alkenes, at proximal and remote sites.
View Article and Find Full Text PDFTailored pore-confined single-site iron(III) catalyst for selective CH oxidation to CHOH or CHCOH using O.
Nat Commun
November 2024
Department of Chemistry, Indian Institute of Technology Delhi, New Delhi, India.
Article Synopsis
- Direct oxidation of methane to valuable products like alcohols and acetic acid is challenging due to strong C-H bonds and the risk of overoxidation to CO.
- The study presents a new catalytic system using a multifunctional iron(III) dihydroxyl species within a metal-organic framework (MOF) to achieve selective oxidation of methane.
- Experimental and theoretical findings indicate that methanol and acetic acid are produced through distinct mechanisms, including a catalytic cycle and specific coupling reactions.