相关参考文献
注意：仅列出部分参考文献，下载原文获取全部文献信息。
Article
Chemistry, Physical
Pei Xu et al.
Summary: In this study, a photocatalytic strategy for the synthesis of succinic acids from alkene dicarboxylation using carbon dioxide (CO2) and formate salt as synergistic carbon sources is described. The formate salt acts as both a C1 source and reductant in the reaction, with catalytic amount of 1,4-diazabicyclo[2.2.2]octane (DABCO) serving as a hydrogen atom transfer reagent. Various alkene derivatives can be converted to diacids, which have potential applications in medicinal chemistry and polymer industry.
Article
Chemistry, Physical
Saeesh R. Mangaonkar et al.
Summary: The radical anion of CO2 is a highly nucleophilic radical species with many potential applications in organic chemistry. In this study, a robust method for introducing CO2 center dot- into stable heteroaromatics was developed. The resulting reactions produced synthetically useful alpha-oxy, alpha-thio, and alpha-amino acid derivatives, as well as carboxylated tetrahydronaphthalene derivatives. These dearomative carboxylation reactions are unprecedented and provide a synthetic option for introducing a C1 source into stable (hetero)aromatics.
Article
Chemistry, Organic
Wei Hang et al.
Summary: In this study, a visible-light-driven carboxylation reaction was successfully achieved to produce high-value arylacetic acids using benzyl bromides and carbon dioxide as starting materials. The reaction conditions are mild and the substrate scope is broad.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Sara N. Alektiar et al.
Summary: In this study, we propose a strategy to promote the hydrocarboxylation of unactivated alkenes using photochemical activation of formate salts. We demonstrate an alternative initiation mechanism that overcomes the limitations of previous approaches and enables effective hydrocarboxylation of challenging substrate class. By accessing the necessary thiyl radical initiator without an exogenous chromophore, we can eliminate the major byproducts that hindered similar reactivity for unactivated alkene substrates. This redox-neutral method is simple to execute and applicable to a wide range of alkene substrates, including feedstock alkenes like ethylene, which can be hydrocarboxylated under ambient conditions. Further radical cyclization experiments explore the potential redirection of the described reactivity through more complex radical processes.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Jing Hou et al.
Summary: This study presents a visible-light-mediated oxyarylation and hydroarylation reaction using formate salts as the reductant and hydrogen source. The reactions can be carried out under ambient conditions and do not require a catalyst. The oxyarylation reaction proceeds smoothly with styrenes, while the hydroarylation reaction is effective with electron deficient alkenes. Additionally, successful dehalogenation can be achieved in the absence of alkenes.
CHEMISTRY-AN ASIAN JOURNAL
(2023)
Article
Chemistry, Organic
Pei Xu et al.
Summary: A synthetic route to oxindole-3-acetic acid derivatives is achieved through a transition-metal free carbo-carboxylation reaction with in situ generated CO2- from formate under photo-induced conditions. The use of air as the oxidant in the presence of highly reductive CO2- species enables direct aryl C-H activation, avoiding the need for unfriendly organo (pseudo)halides as substrates.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Jian-Heng Ye et al.
Summary: A new catalytic approach for the selective functionalization of strong C-F bonds in polyfluorinated aliphatic esters and amides has been reported, allowing access to important partially fluorinated motifs.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Yong You et al.
Summary: The dearomative dicarboxylation of stable heteroaromatics using CO2 is a challenging yet powerful method for producing useful dicarboxylic acids. This study introduces a new electrochemical protocol that utilizes CO2 radical anion to produce trans-oriented 2,3-dicarboxylic acids, which can be used as intermediates for biologically active compounds.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Pei Xu et al.
Summary: This article describes a catalytic strategy for the direct alkylation of trifluoromethylbenzimidazoles at the single C(sp(3))-F bond using a photoinduced thiol catalysis process. The CO2 radical anion (CO2 center dot-) has been identified as the most efficient single-electron reductant for achieving this transformation. The spin-center shift of the generated radical anion intermediate plays a key role in the mild and efficient activation of the C-F bond.
Article
Chemistry, Physical
Can Liu et al.
Summary: This study demonstrates that an arene thiolate with an appropriate substituent can be photoactivated under visible light to function as both a strongly reducing electron-donating redox catalyst and a HAT catalyst. It enables catalytic C-F activation of trifluoromethyl substrates for selective hydrodefluorination and coupling with various alkenes. The synthetic utility of this method is highly versatile and allows site-selective late-stage functionalization of multitrifluoromethylated bioactive compounds and pharmaceuticals.
Article
Chemistry, Physical
Lei Song et al.
Summary: In this study, we report the photocatalytic carboxylation of unactivated alkenes with CO2 using visible-light. Unlike previous reports limited to activated alkenes, we demonstrate the selective carboxylation of diverse unactivated aliphatic alkenes, providing carboxylic acids, dicarboxylic acids, and unnatural alpha-amino acid derivatives in moderate to good yields.
Article
Chemistry, Multidisciplinary
ZiQi Yu et al.
Summary: This review presents the recent progress in electrocarboxylation methods, including metal-mediated electrocarboxylation, direct electrocarboxylation, and some novel electrocarboxylation approaches.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Yan Huang et al.
Summary: A transition-metal-free selective hydrocarboxylation of alkenes under mild conditions has been developed using a formate salt as the reductant and carbonyl source. A broad range of alkenes can be efficiently converted into value-added carboxylic acid products. This method is also characterized by low catalyst loading, good functional group tolerance, and easy scalability.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Applied
Zhi-Yu Bo et al.
Summary: In this study, a novel visible light-driven carboxylation of aryl C-F bonds with CO2 has been reported. The method enables selective carboxylation of strong C(sp(2))-F bonds in various polyfluoroarenes using visible-light photoredox catalysis, providing a facile access to important polyfluoroaryl carboxylic acids.
CHINESE JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Chunlin Zhou et al.
Summary: This study reports a method of using light to drive a regioselective carbocarboxylation reaction between CO2 and aryl and alkyl halides. This method allows for the rapid and highly regioselective synthesis of complex β,γ-unsaturated carboxylic acids.
Article
Chemistry, Multidisciplinary
Yan Huang et al.
Summary: The study demonstrated a redox system mediated by carbon dioxide radical and dimsyl anions, achieving a variety of high efficiency transformations and producing valuable products, showing promising applications in other reactions.
CELL REPORTS PHYSICAL SCIENCE
(2022)
Article
Chemistry, Multidisciplinary
He Huang et al.
Summary: In this study, a novel visible-light-driven photocatalyst-free hydrocarboxylation of alkenes with CO2 was developed, which could selectively generate organic compounds, providing a new strategy for CO2 utilization.
Article
Chemistry, Physical
Guowei Kang et al.
Summary: A photochemical, beta-selective hydrogenation of alpha, beta-unsaturated esters using CO2 radical anion under flow conditions was developed. The reaction tolerated various substrates with different functional groups and resulted in a series of quaternary carboxylic acids. Mechanistic studies suggest a Giese-type CO2 radical anion conjugate addition followed by hydrogen atom transfer as the main reaction pathway, and a telescoped process for beta-lactone synthesis.
Article
Chemistry, Multidisciplinary
Mark W. Campbell et al.
Summary: A photochemically mediated method has been successfully developed for the defluorinative alkylation of ethyl trifluoroacetate, providing an efficient pathway for the synthesis of novel gem-difluoro analogs. This method can also be used for the hydroalkylation of a diverse suite of alkenes, expanding the range of substrates for the reaction.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Physical
Yan Huang et al.
Summary: A photoredox activation mode using formate salts was developed for carboxylation, allowing a wide range of alkenes to be converted into acid products through a carboxyl group transfer strategy. Key intermediates in the transformation were identified as radical anion species. High catalytic efficiency and a simple catalytic system make this method promising for industrial applications.
Article
Chemistry, Physical
Tao Ju et al.
Summary: The use of visible-light photoredox catalysis in incorporating two CO2 molecules into organic compounds to form multiple C-C bonds represents a simple, rapid, and sustainable approach. The method exhibits high selectivity, mild conditions, and low catalyst loading, making it suitable for drug and material molecule synthesis.
Article
Chemistry, Multidisciplinary
Alyah F. Chmiel et al.
Summary: This photocatalytic system utilizes radical anion intermediates to enhance photoreductant activity, enabling diverse aryl radical coupling reactions. Mechanistic studies reveal two parallel pathways for substrate reduction, both facilitated by the key terminal reductant byproduct, carbon dioxide radical anion.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Sara N. Alektiar et al.
Summary: This new photochemical process efficiently prepares carboxylic acids from formate salts and alkenes with high yields and excellent regioselectivity. It is operationally simple and easily scalable, with the potential to enable the direct synthesis of isotopically labeled carboxylic acids using commercially available formate carbon isotologues. Mechanistic studies support a thiol-catalyzed radical chain process involving the delivery of atoms from formate across the alkene substrate via CO2 center dot-.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Cecilia M. Hendy et al.
Summary: An effective method using the radical anion of carbon dioxide as a reductant was developed, allowing for reductive activation of various substrate classes through a radical chain reaction. Different reactions such as hydroarylation, deamination, radical formation, and cleavage were successfully demonstrated, showcasing the versatility of this approach in predicting reaction outcomes based on substrate reduction potentials.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Si-Shun Yan et al.
Summary: This study demonstrates the dual role of CO2 as both an electron carrier and an electrophile, enabling selective carboxylation of C(sp(3))-F bonds to construct various alpha-fluorocarboxylic acids via visible-light photoredox catalysis. The fluorinated substrates undergo reduction by CO2 radical anions generated from sequential hydride-transfer reduction and hydrogen-atom transfer processes. This methodology shows promise for the late-stage functionalization of complex molecules.
Article
Chemistry, Multidisciplinary
Hao Wang et al.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2020)
Review
Chemistry, Multidisciplinary
Zhengning Fan et al.
Article
Chemistry, Medicinal
I. A. Volchegorskii et al.
PHARMACEUTICAL CHEMISTRY JOURNAL
(2018)
Article
Chemistry, Multidisciplinary
Hyowon Seo et al.
Article
Chemistry, Multidisciplinary
Hyowon Seo et al.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2017)
Article
Chemistry, Multidisciplinary
Jian-Heng Ye et al.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2017)
Article
Chemistry, Applied
James J. Douglas et al.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2016)
Article
Electrochemistry
Gao-Qing Yuan et al.
ELECTROCHIMICA ACTA
(2008)
Review
Chemistry, Organic
KM Arason et al.
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL
(2002)
