Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown
Published: Jan. 1, 2024
A novel synthetic strategy for the construction of AviCys analogues via a highly efficient regio- and stereoselective hydrosulfuration ynamides was reported.
Language: Английский
Chemical Society Reviews, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 1, 2025
This review summarizes the latest trends and developments of isoxazole-enabled alkyne amination reactions their applications in divergent heterocycle synthesis.
Language: Английский
Citations
2
Chemical Science, Journal Year: 2024, Volume and Issue: unknown
Published: Jan. 1, 2024
Strain-release driven annulations with bicyclo[1.1.0]butanes (BCBs) have become an attractive area of research for the synthesis bioisosteric bicyclohexane derivatives, which play a vital role in drug discovery. Interestingly, utilization inherent strain BCBs functionalized amino-bicyclo[2.1.1]hexenes, may spatially mimic substituted benzenes and anilines, has received only scant attention. Herein, we report Sc(OTf)
Language: Английский
Citations
8
Organic Letters, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 9, 2025
Transition-metal-catalyzed [2 + 2 2] annulation of alkynes is an efficient pathway for the synthesis aromatic compounds. However, most established methods require noble metal catalysts. Herein, we report a copper-catalyzed intermolecular diynes with through vinyl cation intermediates, enabling atom-economical preparation biologically important carbazole skeletons. The reaction shows good regioselectivity in aryl(alkyl)alkynes. Moreover, preliminary results have also been obtained related catalytic atroposelective transformation. This represents rare example non-noble-metal-catalyzed ynamides pathway.
Language: Английский
Citations
1
ACS Central Science, Journal Year: 2024, Volume and Issue: 10(9), P. 1742 - 1754
Published: Aug. 21, 2024
Efficient functionalization of peptides and proteins has widespread applications in chemical biology drug discovery. However, the chemoselective site-selective modification remains a daunting task. Herein, highly efficient chemo-, regio-, stereoselective hydrosulfuration ynamide was identified as an method for precise by uniquely targeting thiol group cysteine (Cys) residues. This novel could be facilely operated aqueous buffer fully compatible with wide range proteins, including small model large full-length antibodies, without compromising their integrity functions. Importantly, this reaction provides Z-isomer corresponding conjugates exclusively superior stability, offering approach to peptide protein therapeutics. The potential application further exemplified Cys-bioconjugation variety ynamide-bearing functional molecules such molecule drugs, fluorescent/affinity tags, PEG polymers. It also proved redox proteomic analysis through Cys-alkenylation. Overall, study bioorthogonal tool Cys-specific functionalization, which will find broad synthesis peptide/protein conjugates.
Language: Английский
Citations
6
Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: unknown, P. 110126 - 110126
Published: June 1, 2024
Language: Английский
Citations
5
Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 110870 - 110870
Published: Jan. 1, 2025
Language: Английский
Citations
0
ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 2424 - 2433
Published: Jan. 27, 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
The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: April 24, 2025
Herein, an atom efficient and one-pot protocol, offering a series of sulfonylated pyrrolo[2,3-b]quinolines via C-N, C-C, C-S bond formation, has been developed with inexpensive copper catalyst. Notably, the reaction proceeds double-annulation followed by 1,3-sulfonyl migration sequence. Moreover, method is applicable to broad range 2-carbonylanilines. Furthermore, synthetic applications scale-up highlight utility potential this protocol. In addition, antimalarial property showed parasite inhibition without cytotoxic effects in mammalian cells.
Language: Английский
Citations
0
Journal of Peptide Science, Journal Year: 2025, Volume and Issue: 31(6)
Published: May 1, 2025
A revolution in peptide production arrived from the innovation of carboxylate to amine C- N-direction solid-phase synthesis. This cornerstone modern science has enabled multiple academic and industrial applications; however, process N-solid phase synthesis (C-N-SPPS) extreme mass intensity poor atom economy. Notably, C-N-SPPS relies upon use atom-intensive protecting groups, such as fluorenylmethyloxycarbonyl (Fmoc) protection wasteful excess protected amino acids coupling agents. On other hand, N- C-direction offers potential minimize may arguably enable more efficient means for manufacturing peptides. For example, amide bond formation been accomplished using methods employing thioesters, vinyl esters, transamidation achieve with minimal epimerization. review aims provide an overview C-peptide indicating advantages taking this avenue sustainable production.
Language: Английский
Citations
0