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Despite recent advances in cancer treatment, there is still a need for novel compounds with antineoplastic activity. Among 11 biphenyl-based organogold(III) -heterocyclic carbene (NHC) (BGC) complexes of general formula [(C^C)Au(NHC-pyr)X], where (C^C) = 4,4'-ditertbutylbiphenyl, X = Cl or phenylacetylide, and (NHC-pyr) is a pyridyl-substituted NHC ligand, the complex bearing a 4-CF-pyridyl substituent and a chloride ligand showed promising antineoplastic activity on the triple negative breast cancer cell line. was able to induce cell apoptosis but had no effect on the cell cycle.

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Visible-Light-Induced [4 + 3]-Annulation of Carbonyl Ylides with Alkenyl Pyrazolinone for Constructing [4.2.1]-Oxo-Bridged Oxocine Skeleton.

Org Lett

January 2025

State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, P. R. China.

Herein, we present a visible-light-induced protocol for the synthesis of highly functionalized oxo-bridged oxocine skeletons. This method generates carbenes via visible-light-induced ortho-acyl diazo compounds, which are rapidly intercepted by the oxygen atom of an intermolecular acyl group to form a cyclic 1,3-dipole. The in situ generated highly reactive 1,3-dipole undergoes a facile formal [4 + 3] cycloaddition with alkenyl pyrazolinone, yielding [4.

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Article Synopsis
  • New quinizarin-Au(I)-NHC complexes were developed and fully characterized, demonstrating effective growth inhibition in HeLa cervical cancer cells with IC values between 2.4 and 5.3 μM.
  • Cytotoxicity studies showed that complex 2 b could overcome anthracycline resistance in K562 leukemia cells and worked synergistically with doxorubicin against both sensitive and resistant leukemia cells.
  • The study highlighted that localizing these complexes to mitochondria was crucial for their antiproliferative effects and ability to counteract drug resistance, rather than just overall cytotoxicity.
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The search for stable compounds containing an antiaromatic cyclic 4π system is a challenge for inventive chemists that can look back on a long history. Here we report the isolation and characterization of the novel 4π-electron tetrasilacyclobutadiene, an analogue of a 4π neutral cyclobutadiene that exhibits surprising features of a Möbius-type aromatic ring. Reduction of RSiCl (R = (Pr)PCH) with KC in the presence of cycloalkyl amino-carbene (cAAC) led to the formation of corresponding silylene 1.

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Synthesis of Carboxylic Acids Containing α-All-Carbon Quaternary Centers from Diazo Compounds and Trialkylboranes.

J Org Chem

January 2025

Beijing National Laboratory of Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China.

The construction of C-C bonds to form all-carbon quaternary centers remains a significant challenge in synthetic chemistry. Herein, we report a tandem process involving a 1,2-migration of a tetra-coordinated boron intermediate followed by a Claisen rearrangement of the boron enolate, achieved through a reaction between allyl diazoacetates and trialkylboranes. The transformation forms two C-C bonds at the carbenic position of diazo substrate in a single-step operation under neutral conditions.

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