Sulfoximines are an interesting class of compounds, which exhibit Brønsted and Lewis basicity, nucleophilicity, C-H acidity, N-H acidity, hydrogen-bond acceptor capability and chirality. Sulfoximines have received renewed interest in recent times, since incorporation of a sulfoximine group can provide drug candidates with favorable properties. The synthesis and N-H, α -C-H and o -C-H functionalization

We have developed a hydrosilylation reaction of alkenes using 1,1,3,3-tetramethyldisiloxane (TMDS) as a surrogate for Me 2 SiH 2 in the presence of NaOMe, catalyzed by a bench-stable nickel-pincer complex supported by a monoanionic O , N, P -tridentate ligand. The reaction of styrene derivatives proceeds smoothly under mild conditions to provide the hydrosilylated products in high yields with high

We report herein a method for the oxidative dearomatization of phenols and bare polycyclic arenes into the corresponding quinoid derivatives using hydrogen peroxide. The reaction is catalyzed by sulfonic acids and best results were achieved using heterogenized species. The best results using phenols were achieved through the use of a hybrid material, namely a perfluorinated polymer functionalized with

Polyaromatic hydrocarbons (PAHs) are widely used in organic electronic devices. The electronic, magnetic, and optical properties of PAHs can be tuned by structural modifications to the aromatic backbone to introduce an inherent distortion from planarity, such as bending or twisting. However, it remains difficult to isolate and control the effects of such distortions. Here, we sought to understand how

A new metal-free hydrohalogenation method for alkynes has been developed, which proceeds through a pseudo-intramolecular process. In this reaction, ethynylaniline serves as a substrate to form an anilinium salt quantitatively upon treatment with hydrochloric acid. The spatial proximity facilitates the efficient electrophilic addition of HCl to the ethynyl group in syn -mode, affording the corresponding

The TFA-prompted/Rh(III)-catalysed chemoselective C 3 -H alkylation, C 2 -H dienylation and cyclopropylation of indoles have been realized by virtue of methylenecyclopropanes as the versatile coupling partners. This protocol features broad substrate/functional group compatibility and tunable regio-/chemoselectivity. Diversified derivatization of the obtained products has been also successfully demonstrated

Catalytic C(sp 3 )-H functionalization can convert abundant feedstock hydrocarbons into value-added products in an atom and step economy manner and is a powerful tool in organic synthesis. However, the intrinsic chemical inertness of ubiquitous aliphatic C-H bonds of alkanes and cycloalkanes, makes their direct and selective functionalization extremely challenging. Recently, some elegant strategies

1,3-Bis(methylthio)propane, bis(methylthio)methane, and meso -4,6-dimethyl-1,3-dithiane were oxidized with 1-4 equivalents of hydrogen peroxide, meta -chloroperbenzoic acid, sodium periodate, or potassium permanganate, respectively, and the amounts of oxidized substrates (sulfoxides and/or sulfones) were determined NMR-spectroscopically. Sulfanyl groups in the former starting material turned out to

A general and convenient method for the direct transition-metal-free intermolecular chloro- difluoromethylthiolation of a variety of unactivated alkenes and alkynes has been described. This methodology exhibits good functional group tolerance and operationally simple. Mechanistic studies indicated that this is the electrophilic substitution mechanism, and the strong electrophilic difluoromethylthiolating

An efficient trimerization of ynals to diversely substituted 4 H -pyran constructs has been executed in water, under ambient regime employing micellar catalysis and is in alignment with the ideas of green and sustainable chemistry. The locus of the micellar reaction site has been probed through proton NMR studies. A general acid-mediated downstream rearrangement of the derived 4 H -pyrans to interesting

An efficient protocol for the synthesis of ring-fused quinazolinone derivatives through hydroxyalkyl radical-initiated cyclization was developed, providing a series of five- and six-membered ring-fused hydroxyl-containing quinazolinones in moderate to good yields. This reaction was conducted under metal-free conditions using dicumyl peroxide as the radical initiator. Notably, this is the first example

Symmetrical and unsymmetrical N , N ’-disubstituted as well as trisubstituted ureas/thioureas via the hydroamination of isocyanates/isothiocyanates, and various phosphathioureas via the hydrophosphination of isothiocyanates have been synthesized in good to excellent yields under catalyst-free and mild conditions. This protocol is also applicable for the efficient synthesis of chiral ureas and thioureas

Porous materials are important for various energy-related technologies such as catalysis and separation. While porous organic cage compounds are a rather recent addition to the field of porous materials, these discrete nanocavities have since emerged as a versatile functional-materials platform, facilitated by the solubility of the materials in common organic solvents. In contrast to other frameworks

The asymmetric synthesis of Si-stereogenic silanes has attracted great attention due to the increasing values of Si-containing functional molecules in synthetic chemistry, medicinal chemistry, and material chemistry. Merging organosilicon chemistry with transition metal catalyzed C–H approach has led to rich sets of new reactions holding great synthetic values. This review aims to summarize the advances

An efficient Rh-catalyzed catalytic method has been developed for selective C7 halogenation of N- pyrimidyl indolines with N -halosuccinimides (Cl, Br, I) to produce corresponding halides in good to excellent yields. The advantages of this strategy include broad substrate scope and excellent regioselectivity for C7 functionalization of indolines, and feasibility at gram scale level. Various control

2D polymers are a relatively new class of macromolecules. It is not astounding therefore that so far research focussed on how to provide access to this intriguing class of organic 2D materials, how to prove their existence, and how to assess their structural quality. Studies concerning the formation mechanism are comparatively scarce. We here collect and compare all the mechanistic information available

2-Aminobenzimidazole 10 , although a weak catalyst in the monomeric state, is a successful building block for effective artificial ribonucleases. In an effort to identify new building blocks with improved catalytic potential, RNA cleavage by a variety of heterocyclic amidines and guanidines has been studied. In addition to p K a values and steric effects, the energy difference between tautomeric forms

The alkaloid colchicine represents a prominent lead structure for the development of tubulin-binding chemotherapeutics. In the course of explorative research into semi-synthetic colchicinoids we stumbled upon a number of unexpected and mechanistically surprising transformations which reflect the very particular reactivity of the tropolone ether unit and its interplay with adjacent functional groups

Equilibrium constants for the formation of Wheland complexes from 1,3,5-tris(dialkylamino)benzenes and benzhydrylium ions (Ar 2 CH + ) have been determined photometrically in dichloromethane at 20 °C. The Lewis basicity of the ring carbons increases in the series trimorpholinobenzene < tripiperidinobenzene

Samarium diiodide (SmI 2 ) is a versatile single electron transfer (SET) reagent in organic synthesis. The advantages of SmI 2 arise from various additive induced tailoring of a reaction to obtain a desired product in a stereoselective fashion. In most instances, this reagent is used in stoichiometric amount, and this poses a significant environmental issue limiting a broader applicability of SmI 2

TLR2 agonists are at the forefront of vaccine research for a plethora of diseases, in particular they offer a promising tool for the treatment of cancer. A detailed knowledge of their structure-activity relationships informs the methodical design of vaccine constructs that include TLR2 agonists. Herein we report the design, synthesis, and biological evaluation of analogues of the TLR2 agonist Pam 2

A new strategy for the synthesis of 1,1-diaryl and triarylsubstituted alkenes has been developed utilizing B(C6F5)3-catalyzed hydroarylation of alkynes with phenols. The method provide a direct route to ortho -alkenylated phenols with both terminal and internal alkynes. The reactions show excellent regioselectivity, and especially, good stereoselectivity was observed for the hydroarylation of internal

Converting biomass into value added chemicals is of significant interest and we report an efficient hydrosilylation to convert levulinic acid to γ-valerolactone using cost-effective silanes such as PMHS and TMDS with B(C 6 F 5 ) 3 as catalyst. This metal free methodology works at room temperature reaching TONs and TOFs up to 16000 and 2000 h -1 . Insights into the reaction mechanism are reported.

An enantioselective organocatalytic addition of sodium bisulfite to ( E )-nitroalkenes has been developed catalyzed by a chiral bifunctional organocatalyst. The present methodology provides a variety of chiral β-nitroethanesulfonic acid compounds (17 examples) with excellent results: up to 99% yield and excellent enantioselectivity (up to 96% ee). The reaction tolerates (hetero)aryl and alkyl substituents

Nucleophilic fluorination is one of the fundamental reactions in organic chemistry, as well as a convenient tool for the synthesis of fluorinated building blocks with a potential biological activity. In this minireview diethylaminosulfur trifluoride (DAST) mediated reactions leading to valuable building blocks and bioactive compounds will be discussed. We focused on results that have been published