We first reported the new application of a translate metal chelating ligand α-benzoin oxime for improving Cu-catalyzed C-N coupling reactions. The system could catalyse coupling reactions of (hetero)aryl halides with a wide of nucleophiles (e.g., azoles, piperidine, pyrrolidine and amino acids) in moderate to excellent yields. The protocol allows rapid access to the most common scaffolds found in FDA-approved pharmaceuticals.
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http://dx.doi.org/10.3390/molecules24224177 | DOI Listing |
Nat Commun
January 2025
Shenzhen Grubbs Institute and Department of Chemistry, Shenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong, China.
3-Amino boron dipyrromethenes (BODIPYs) are a versatile class of fluorophores widely utilized in live cell imaging, photodynamic therapy, and fluorescent materials science. Despite the growing demand for optically active BODIPYs, the synthesis of chiral 3-amino-BODIPYs, particularly the catalytic asymmetric version, remains a challenge. Herein, we report the synthesis of boron-stereogenic 3-amino-BODIPYs via a palladium-catalyzed desymmetric C-N cross-coupling of prochiral 3,5-dihalogen-BODIPYs.
View Article and Find Full Text PDFProc Natl Acad Sci U S A
January 2025
School of Physical Sciences, The Open University, Milton Keynes MK7 6AA, United Kingdom.
Much has been learned about Mars through data returned from space missions and analyses of martian meteorites. There are, however, many questions still outstanding which cannot currently be answered-including the issue of whether there is, or was, life on Mars. The return of a cache of samples-including of the atmosphere-from separate locations in Jezero Crater and with differing petrogeneses will provide the international community with the opportunity to explore part of the evolutionary history of Mars in great detail.
View Article and Find Full Text PDFNat Chem
January 2025
Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA, USA.
In view of the high propensity of tertiary alkyl amines to be bioactive, the development of new methods for their synthesis is an important challenge. Transition-metal catalysis has the potential to greatly expand the scope of nucleophilic substitution reactions of alkyl electrophiles; unfortunately, in the case of alkyl amines as nucleophiles, only one success has been described so far: the selective mono-alkylation of primary amines to form secondary amines. Here, using photoinduced copper catalysis, we report the synthesis of tertiary alkyl amines from secondary amines and unactivated alkyl electrophiles, two readily available coupling partners.
View Article and Find Full Text PDFJ Magn Reson
December 2024
Department of Medicine, University of Alberta, Canada; Department of Biochemistry, University of Alberta, Canada. Electronic address:
Solution NMR studies of large systems are hampered by rapid signal decay. We hereby introduce ROCSY (relaxation-optimized total correlation spectroscopy), which maximizes transfer efficiency across J-coupling-connected spin networks by minimizing the amount of time magnetization spends in the transverse plane. Hard pulses are substituted into the Clean-CITY TOCSY pulse element first developed by Ernst and co-workers, allowing for longer delays in which magnetization is aligned along the z-axis.
View Article and Find Full Text PDFAdv Mater
January 2025
Faculty of Chemistry and Chemical Engineering, Shantou University, Shantou, 515063, P. R. China.
Photocatalytic conversion of CO and HO into high-value-added C2 fuels remains a tough challenge, mainly due to the insufficient concentration of photogenerated electrons for the instability of C1 intermediates, which often tend to desorb easily and disable to form C─C bonds. In this work, photoreduction of CO-to-CH is successfully achieved by introducing adjacent C, N dual-vacancy sites within the heptazine rings of ultrathin g-CN, which results in the opening of two neighboring heptazine rings and forms a distinctive dipole-limited domain field (DLDF) structure. In situ X-ray photoelectron spectra and in situ fourier transform infrared spectra provide direct evidence of the rapid accumulation and transformation of C1 intermediates, especially CO and CHO, within the DLDF.
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