Cross‐Electrophile Couplings (XECs) between Similar Electrophile Reagents

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(24), P. 3518 - 3532

Published: Nov. 1, 2024

Comprehensive Summary Cross‐electrophile couplings (XEC), a crucial subset of cross‐coupling reactions, center on the formation robust C—C bonds through union two electrophiles. Usually, such reactions have primarily been catalyzed by transition metals. However, with steady advancements in photochemical and electrochemical technologies, XEC significantly progressed broadened their scope, allowing for utilization wider array tolerable functional groups, thus revealing vast application prospects. This review aims to systematically summarize current prevalent types electrophiles delve into specific examples within involving identical groups. Specifically, XECs between same type halides received considerable attention, whereas carboxylic acids alcohols are still early stages investigation. Furthermore, certain other common remain unexplored this context. Moreover, underscores remarkable contributions photochemistry electrochemistry field aiming provide valuable insights inspiration researchers. Also, hopes spark further interest thereby fueling continuous development advancement exciting area research. Key Scientists Since 1960s, reaction substantial, driven metal catalysts. In area, many distinguished scientists contributed wisdom efforts. Particularly noteworthy is that, during systematic study 2016, MacMillan achieved photocatalytic aryl bromides alkyl bromides; 2020, Weix successfully realized nickel‐catalyzed chlorides chlorides. Concurrently, from researchers as Mei, Wolf, Sevov, Lin, Shen, Browne, Zhang, Qiu expanded scope various halides. By 2022, Baran significant milestone acids, broadening research area. noted, including Weix, Lian, Tu, Stahl conducting pioneering work executing protective It foreseen that ongoing endeavors will concentrate expansion diverse

Language: Английский

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Pd-Catalyzed Chemodivergent Synthesis of 1-Indanones via Diethyl Zinc-Mediated Precise Switching of Umpolung Reactivity

ACS Catalysis, Journal Year: 2023, Volume and Issue: 13(14), P. 9706 - 9712

Published: July 10, 2023

Herein, we unveiled an efficient intramolecular umpolung chemodivergent cascade route for synthesizing 1-indanones via precisely switching the reactivity between α-diketone and π-allyl Pd complex. This successful merging of strategies is accomplished by employing a catalyst Et2Zn, which provides broad array with good yield selectivity. The salient feature involves amphiphilic behaviors both allyl functionality in two engineered mild reaction conditions. Furthermore, scale up synthesis postsynthetic transformations amplify significance current protocol. Additionally, have achieved diastereomers ether alcohol derivatives 1-indanone efficiently synthetic transformation.

Language: Английский

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Regioconvergent Nucleophilic Substitutions with Morita–Baylis–Hillman Fluorides

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 10998 - 11002

Published: July 17, 2024

Lithium iodide enables regioconvergent C–F bond functionalization of isomeric Morita–Baylis–Hillman fluorides with carbon, sulfur, and nitrogen nucleophiles. The defluorinative carbon–carbon carbon–heteroatom formations give multifunctional compounds in excellent yields good to high diastereoselectivities at room temperature. possibility catalytic enantioselective allylation is also discussed.

Language: Английский

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Catalytic Synthesis of Fluoroalkyl Ketones

ChemCatChem, Journal Year: 2024, Volume and Issue: 16(23)

Published: Aug. 27, 2024

Abstract Fluoroalkyl ketones are a class of structural motifs which ubiquitous in bioactive molecules, and serve as synthons for diverse value‐added fluorine‐containing targets. The presence fluorine significantly alters the lipophilicity bioactivity alkyl well imposes additional challenges on synthesis fluoroalkyl ketones. Traditional methods heavily rely multiple‐step manipulations require stoichiometric reagents suffer from low efficiency. Thus, development synthesizing enabled by catalytic is highly valuable yet challenging. This Concept summarizes recent renaissance developing with substitution patterns different precursors. In addition, further efforts method also discussed.

Language: Английский

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Coupling Reaction Between sp3-Carbon Centers

Elsevier eBooks, Journal Year: 2023, Volume and Issue: unknown

Published: Jan. 1, 2023

Language: Английский

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