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C2‐(1N/2N‐methyl‐tetrazole)methyl ether (MeTetMe) As A Stereodirecting Group for 1,2‐trans‐β‐O‐Glycosylation.

Development of stereoselective synthetic methods for O-glycosides is of paramount importance in the field of glycochemistry. Therefore, we report herein (1 N /2 N )-methylated tetrazole methyl (MeTetMe) ethers as a C2-directing group for the formation of 1,2- trans - β - O -glycosides. The synthesis of the tetrazole moiety was readily achieved...

Maleimides in Directing Group‐Controlled Transition‐Metal‐Catalyzed Selective C‐H Alkylation

Maleimides and succinimides are all vital scaffolds in biological fields and various natural products. Maleimide derivatives have been extensively used as coupling partners for various organic transformations, affording a broad array of important molecular architectures including succinimides. In the past decade, a variety of efficient chelation-assisted...

Practical Synthesis of Halogenated N‐Heterocycles via Electrochemical Anodic Oxidation of Unactivated Alkenes

A general and efficient intramolecular halo-amination of unactivated alkenes for the synthesis of various halogenated N -heterocycles was developed via electrochemical anodic oxidation. This protocol proceeds in a simple undivided cell by employing LiI or LiBr as redox mediums and halogen sources. A wide range of halogenated N -heterocycles, including...

Palladium‐Catalyzed Hydroformylation of Alkenes and Alkynes

The development of the field of the Pd-catalyzed hydroformylation of alkenes and alkynes, from the seminal studies up to the current state of the art, remaining challenges, different mechanistic proposals involving unusual features as well as unique synthetic opportunities inaccessible with conventional Rh-catalysis, are discussed. Abstract Hydroformylation...

Metal‐Free and syn‐Selective Hydrohalogenation of Alkynes through a Pseudo‐Intramolecular Process

An alkyne moiety of ethynylaniline efficiently underwent metal-free and syn-selective hydrochlorination upon heating with hydrochloric acid through a pseudo-intramolecular process. This reaction is initiated by formation of anilinium salt, which facilitates the efficient electrophilic addition because of the spatial proximity of the reagents. In this...

Hydrosilylation of Alkenes Using a Hydrosiloxane as a Surrogate for Me2SiH2 and Catalyzed by a Nickel‐Pincer Complex

A nickel-pincer complex bearing a β-aminoketonato-based O,N,P-tridentate ligand was employed for the hydrosilylation of alkenes using 1,1,3,3-tetramethyldisiloxane (TMDS) as a surrogate for Me2SiH2. The reaction of styrene derivatives proceeds smoothly under mild reaction conditions to provide the Markovnikov products in high yields. Abstract We...

Oxidative Dearomatization of Phenols and Polycyclic Aromatics with Hydrogen Peroxide Triggered by Heterogeneous Sulfonic Acids

Suitable heterogeneous sulfonic acid derivatives ensure the smooth dearomatization of phenols and bare naphthalenes under mild conditions. The method uses hydrogen peroxide which is a clean oxidant, offering a convenient metal-free tool to access families of quinones derivatives in good yields and with low catalyst loadings. Abstract We report...

Rh(III)‐Catalyzed Selective C7 Halogenation of Indolines

N-pyrimidyl indolines were reacted with N-halosuccinimides to form C7-halogenated indolines under rhodium-catalysis with broad substrate scope. C7-brominated product was also obtained in good yield at gram scale. Synthetic utility is demonstrated by indole synthesis followed by directing group removal and functional group transformation. Abstract...

Oxidation of Dithia Compounds: Comparative Experimental and Theoretical Studies on 1,3‐Bis(methylthio)propane, Bis(methylthio)methane, and meso‐4,6‐Dimethyl‐1,3‐dithiane

The mutual influence of the sulfur groups in 1,3-dithia compounds is especially obvious in conformationally constrained 1,3-dithianes. Oxidations with different oxidants are investigated experimentally by NMR spectroscopical analysis and by calculation of activation barriers and stereoelectronic effects by using quantum chemical methods. Abstract...

Investigating the Individual Importance of the Pam2Cys Ester Motifs on TLR2 Activity

Analogues of Pam2Cys, the traditional TLR2 ligand, were designed to probe structure–activity relationships, namely, the individual importance of each ester carbonyl to TLR2 activity is called in to question. Analogues possess ethers in place of either one or other of the ester functional groups. Access to these analogues is provided by union of classical...

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