Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 123 - 173
Published: Jan. 1, 2024
Language: Английский
Science China Chemistry, Journal Year: 2023, Volume and Issue: 66(9), P. 2480 - 2491
Published: Aug. 9, 2023
Language: Английский
Citations
30
Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)
Published: March 12, 2024
Site- and stereoselective C-H functionalization is highly challenging in the synthetic chemistry community. Although of vinyl cations has been vigorously studied C(sp
Language: Английский
Citations
11
Science Advances, Journal Year: 2024, Volume and Issue: 10(41)
Published: Oct. 9, 2024
One-carbon ring expansion reaction of N-heterocycles has gained particular attention in the past decade because this method allows for conversion readily available into potentially useful complex ring-expanded N-heterocycles, which are inaccessible by traditional methods. However, catalytic asymmetric variant been rarely reported to date. Herein, we disclose an enantioselective one-carbon through chiral copper-catalyzed diyne cyclization, leading practical, atom-economic and divergent assembly array valuable bearing a quaternary stereocenter generally good excellent yields with enantioselectivities (up >99% ee). This protocol represents first example based on alkynes.
Language: Английский
Citations
4
Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 110870 - 110870
Published: Jan. 1, 2025
Language: Английский
Citations
0
Organic Letters, Journal Year: 2025, Volume and Issue: unknown
Published: March 27, 2025
Herein, we describe an efficient copper-catalyzed cyclization of triynes via vinyl cation intermediates. The reaction leads to the practical and atom-economical synthesis valuable polycyclic pyrroles by constructing three new rings in one step under mild conditions. proposed mechanism shows ordered regioselective alkynes. Moreover, possibility such asymmetric triyne also emerges.
Language: Английский
Citations
0
Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)
Published: May 2, 2025
The insertion of either C-H bond or C-O via cleavage has proven to be a very attractive strategy for the construction C-C and bonds in organic synthesis. However, such divergent catalytic asymmetric reactions selective formation C(sp3)-H formal C(sp3)-O products from same precursors are rarely explored. Herein, we report ligand-controlled reaction vinyl cations by non-diazo approach, leading practical atom-economical assembly range chiral spiro fused polycyclic pyrroles generally moderate excellent yields with chemo- enantioselectivities. Importantly, this protocol not only represents rare example successful reaction, but also constitutes an enantioselective 1,6-C-H carbenoid into acetals approach.
Language: Английский
Citations
0
Communications Chemistry, Journal Year: 2023, Volume and Issue: 6(1)
Published: Sept. 12, 2023
Abstract One-carbon homologation reactions based on one-carbon insertion into the N−O bond of heterocycles have received tremendous interest over past decades. However, these protocols to rely use hazardous and not easily accessible diazo compounds as precursors, examples relevant asymmetric catalysis been reported. Here we show that a copper-catalyzed intermolecular formal (5 + 1) annulation 1,5-diynes with 1,2,5-oxadiazoles involving heterocyclic via non-diazo approach. This method enables practical atom-economic synthesis valuable pyrrole-substituted oxadiazines in generally moderate good yields under mild reaction conditions. In addition, possibility such an also emerges.
Language: Английский
Citations
4
Chemical Science, Journal Year: 2023, Volume and Issue: 14(45), P. 13151 - 13158
Published: Jan. 1, 2023
The creation of new functional molecules is a central task in chemical synthesis. Herein, we report the synthesis type fluorophore, bisbenzo[f]isoindolylidenes, from easily accessible dipropargyl benzenesulfonamides. Wavelength-tunable fluorophores emitting strong fluorescence green to red light were obtained this reaction. Late-stage modifications and incorporation bioactive into these give rise potential applications biological studies. Detailed computational experimental studies conducted elucidate mechanism, suggest reaction sequence involving Garratt-Braverman cyclization, isomerization, fragmentation, dimerization oxidation.
Language: Английский
Citations
4
Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(41)
Published: May 23, 2024
Transition metal-catalyzed epoxidation of carbonyl compounds through ylides represents a highly effective method for synthesizing diverse range valuable epoxides. This review offers an in-depth overview the latest developments in inter- and intramolecular reactions involving metal carbenes compounds, encompassing both racemic to enantioselective transformations. These catalytic epoxidations are reviewed by highlighting their product selectivity, diversity applicability, related mechanistic rationale is showcased where possible.
Language: Английский
Citations
1
Chemical Communications, Journal Year: 2023, Volume and Issue: 59(100), P. 14831 - 14834
Published: Jan. 1, 2023
A copper-catalyzed atroposelective formal [4+1] annulation of 1,2-diketones with diynes has been developed, affording axially chiral arylpyrroles bearing 1,3-dioxole moieties high enantioselectivities under mild conditions.
Language: Английский
Citations
2