Indoles galore: A remarkably easy synthesis of indoles is introduced. Simply combining 2‐fluorotoluenes, benzonitriles, base, and CsF followed by heating results in the formation of 2‐aryl indoles with diverse substitution patterns. Abstract Indoles are essential heterocycles in medicinal chemistry, and therefore, novel and efficient approaches to their synthesis are in high demand. Among indoles, 2‐aryl indoles have been described as privileged scaffolds. Advanced herein is a straightforward,...
Integrating gas as a main building block into nanomaterial construction is a challenging mission that remains elusive. Here we report a gas‐constructed vesicular system formed by CO2 gas and frustrated Lewis pair (FLP). Two molecular triads bearing three bulky borane and phosphine groups are designed as trivalent disc‐like FLP monomers. CO2, as a gas cross‐linker, can drive a two‐dimensional polymerization of these two FLP monomers, leading to the generation of planar FLP networks and further transform...
Dibenzo[b,f]arsepins, 3‐Me and 3‐Ph, possessing severely distorted cores as compared to other heteropin families, were synthesized. These derivatives exhibited dual photoluminescence in the green‐to‐red region (500~700 nm) and the near‐ultraviolet region (<380 nm), which could be attributed to the planarization of the arsepin cores in the lowest singlet excited (S1) states. The computational approach for the assessment of the aromatic indices revealed that 3‐Me and 3‐Ph show aromaticity (8π system)...
Matrix metalloproteinases (MMPs) are zinc‐dependent endopeptidases at the intersection of health and disease due to their involvement in processes such as tissue repair and immunity as well as cancer and inflammation. Because of the high structural conservation in the catalytic domains and shallow substrate binding sites, selective, small‐molecule inhibitors of MMPs have remained elusive. In a tour‐de‐force peptide engineering approach combining phage display selections, rational design of enhanced...
Mono‐ and dianions of 2‐tert‐butyl‐3a2‐azapentabenzo[bc,ef,hi,kl,no]corannulene (1a) were synthesized by chemical reduction with sodium and cesium metals and crystallized as the corresponding salts in the presence of 18‐crown‐6 ether. X‐ray diffraction analysis of the sodium salt, [{Na+(18‐crown‐6)(THF)2}3{Na+(18‐crown‐6)(THF)}(1a2–)2], revealed the presence of a naked dianion. In contrast, the controlled reactions of 1a with Cs allowed the isolation of mono‐ and doubly‐reduced forms of 1a, both...
[4+2] Annulation represents an elegant and versatile synthetic protocol for the construction of benzene rings. Herein, a strategy for visible‐light induced [4+2] annulation of thiophenes and alkynes to afford benzene rings is presented. Under simple and mild conditions, the easy availability and structural diversity of thiophenes and alkynes permit the facile synthesis of multifarious substituted aromatic rings. Valuable drugs and amino acids are also well tolerated. Moreover, DFT calculations explain...
Highly enantioselective [3+3] and [3+4] annulations of isatin‐derived enals with ethynylethylene carbonates and ethynyl benzoxazinanones have been enabled by NHC/cooper cooperative catalysis, respectively, leading to a big library of spirooxindole derivatives in high structural diversity and enantioselectivity (up to 99% ee). Both reactions represent a nicely synergistic integration of NHC carbene and copper catalysis, in which each catalyst activates the substrates, respectively, and the chiral...
The TeF5 group is significantly underexplored as a highly fluorinated substituent on an organic framework, despite it being a larger congener of the acclaimed SF5 group. In fact, only one aryl‐TeF5 compound (phenyl‐TeF5) has been reported in the literature to date, synthesized using XeF2 – a testament to a clear lack of synthetic accessibility. Herein, our recently developed mild TCICA/KF approach to oxidative fluorination addresses this problem by providing an affordable and scalable alternative...
Requirements for novel bioconjugation reactions for the synthesis of Antibody‐Drug‐Conjugates (ADCs) are exceptionally high, since conjugation selectivity as well as stability and hydrophobicity of linkers and payloads drastically influence the performance and safety profile of the final product. Herein we describe Cys‐selective ethynylphosphonamidates as new reagents for the rapid generation of efficacious ADCs from native non‐engineered monoclonal antibodies, applying a simple one‐pot reduction...
Unidirectionally aligned responsive supramolecular hierarchical assemblies have much potential in biomedical materials and soft actuators. Macroscopic motor amphiphile strings, decorated with iron nanoparticles, provide fast response photoactuation and magnet induced movements that allow a systematic cargo transport process. Abstract Three‐dimensional unidirectionally aligned and responsive supramolecular hierarchical assemblies have much potential in adaptive materials for biomedical and soft...
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