Tetrahedron Chem, Journal Year: 2024, Volume and Issue: unknown, P. 100113 - 100113
Published: Nov. 1, 2024
Language: Английский
Chemical Science, Journal Year: 2024, Volume and Issue: 15(23), P. 8993 - 8999
Published: Jan. 1, 2024
The aromatization-driven deconstructive coupling of spiro carbocycles with organic halides via dual photoredox/nickel catalysis is developed. An in-depth mechanism study revealed that this reaction proceeded a radical-metal crossover pathway.
Language: Английский
Citations
16
Organic Letters, Journal Year: 2024, Volume and Issue: 26(22), P. 4779 - 4783
Published: May 29, 2024
A new strategy to obtain β,γ-unsaturated ketones via the cross-coupling of 1,3-butadiene, alkyl bromides, and arylboronic acids under 1 bar CO with nickel as catalyst has been developed. This newly developed four-component carbonylation procedure features advantages including using a cheap catalytic system, high step economy, mild reaction conditions, excellent 1,4-regioselectivity, thereby providing sustainable alternative tool for production compared present tactics. To elucidate application potential this method, olefin synthons are derived from representative coupling product.
Language: Английский
Citations
6
Tetrahedron, Journal Year: 2024, Volume and Issue: 157, P. 133965 - 133965
Published: March 28, 2024
Language: Английский
Citations
5
Organic Letters, Journal Year: 2024, Volume and Issue: 26(28), P. 6030 - 6034
Published: July 8, 2024
A photoredox-catalyzed sequential decarboxylative/defluorinative aminoalkylation of CF3-alkenes with N-arylglycines is described. This metal-free and redox-neutral protocol provided efficient access to the monofluoroalkenyl-1,5-diamines in good yields excellent functional group compatibility. Mechanistic studies revealed that reaction proceeds via a radical pathway gem-difluoroalkenyl amine as an intermediate.
Language: Английский
Citations
5
Chemical Communications, Journal Year: 2024, Volume and Issue: 60(62), P. 8095 - 8098
Published: Jan. 1, 2024
Metal-free, photoredox-catalyzed aromatization-driven deconstructive functionalization of spiro-dihydroquinazolinones with α-CF 3 alkenes is achieved high chemoselectivity. Mechanistic studies suggest a radical pathway for this cascade reaction.
Language: Английский
Citations
4
Organic Letters, Journal Year: 2024, Volume and Issue: 26(37), P. 7834 - 7840
Published: Sept. 5, 2024
The Narasaka-Heck reaction is one of the most straightforward methods for constructing pyrroline derivatives. Herein, we report a novel nickel-catalyzed three-component carbonylation reaction, which cleverly realizes continuous construction C(sp
Language: Английский
Citations
4
Organic Letters, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 24, 2025
A straightforward and efficient nickel-catalyzed cyclization/carbonylation transformation of N-allylbromoacetamides toward the synthesis 2-pyrrolidinone derivatives has been developed with arylboronic acids as reaction partner. This proceeds through a sequential single-electron-transfer pathway via 5-exo-trig cyclization carbonyl insertion steps, furnishing variety in good yields. Various useful functional groups were well tolerated. Moreover, formic acid is applied CO source here nickel catalyst, which provides supplement for carbonylation chemistry heterocycle synthesis.
Language: Английский
Citations
0
Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: 147(9), P. 7950 - 7964
Published: Feb. 19, 2025
Efficiently constructing structurally diverse and complex organic molecules through selective catalytic functionalization is a central goal in synthetic chemistry, yet achieving precise control over multiple reactive centers multisite substrates remains formidable challenge. Building on foundational advances single- dual-selective transformations, we report multimodal strategy for the carbonylation of 1,3-enynes, versatile class substrates. Through meticulous fine-tuning conditions, our approach enables five distinct regio- stereoselective carbonylative including direct (1,2- 2,1-hydroaminocarbonylation) tandem cyclization pathways (2,4-, 1,3-, 2,3-carbonylation). Furthermore, mechanistic studies suggested that multidimensional regulation seamless relay up to three reactions (hydroaminocarbonylation-hydroamination-transamination) with exceptional accuracy. This unified platform not only establishes robust framework tackling enduring challenges selectivity but also broadens chemical space accessible 1,3-enyne exemplifying atom- step-economic principles paving way transformative advancements drug discovery, materials science, beyond.
Language: Английский
Citations
0
Organic Letters, Journal Year: 2025, Volume and Issue: unknown
Published: March 24, 2025
The indole skeleton exists widely in natural products, pharmaceuticals, and materials. We disclose here a trifluoromethyl group induced regioselective Larock synthetic method from unsymmetric 2-CF3-1,3-enynes. presence of is determinable for the regioselectivity. Once CF3 was replaced with methyl or phenyl group, ratio 1:1 to 1:1.4 isomers were obtained. This strategy features good regioselectivity, broad substrate scope, high functional tolerance. protocol reported offers an alternative solution rare 3,4-functionalization products further transformed show distinctive reactivity hydroboration–oxidation hydro-bromination.
Language: Английский
Citations
0
Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 1, 2025
A strategy to obtain 1,2-alkenyl ketone products by radical relay coupling is proposed.
Language: Английский
Citations
0