A mild and convenient synthesis of 3,4-unsubstituted isoquinolones has been achieved from N-methoxybenzamides and vinylene carbonate as an acetylene surrogate with a versatile rhodium(III) catalyst. The reaction proceeded at room temperature in biomass derived ethanol solvent. This protocol avoids the use of stoichiometric external oxidant, as the vinylene carbonate served as the internal oxidant.

A metal-free formylation of imidazopyridines with K2S2O8 via direct decarboxylative cross-coupling of glyoxylic acid is described. This reaction features broad substrate scope, good functional group tolerance, and generate products in good yields. The involvement of radicals in the course of the reaction has been demonstrated by radical trapping experiments with 2,2,6,6-tetramethylpiperidine-1-oxyl

C-F bond formation is an important research topic in organic synthesis because of the wide use of organofluorine compounds in various areas including pharmaceuticals, agricultural applications, and materials science. In particular, C-18F bond formation by incorporation of fluorine-18 (18F) with organic molecules is an important process to produce 18F-labeled radiotracers, which are commonly used in

A general and efficient strategy for the α-heterofunctionalization of aryloxy activated amides with various nucleophiles including amines, alcohols, phenols, carboxylic acids and thiols has been developed. This reaction proceeded under mild reaction conditions with excellent regioselectivity, and TEA was used as the sole additive. The synthetic values were demonstrated by the late-stage modification

Asymmetric Olefin Metathesis (AOM) represents a highly versatile synthetic tool to lead to relevant chiral building blocks with excellent enantiopurity. As the Z-alkene moiety is ubiquitous in a wide range of natural products, the development of catalysts which are able to control both the Z-selectivity and the enantioselectivity of metathesis transformations is in high demands. This review aims to

An efficient and simple one-pot synthesis of structurally diverse novel tetrahydroquinolin fused iminosugars was developed through the aza-Diels-Alder mechanism. The adaptability of this method has been demonstrated by a variety of imines and D/L-ribose tosylates, and both electron-donating and withdrawing substituted imines are employed in reaction well. In addition, this reaction is characterized

A copper-catalyzed α,β-regioselective (2+4) cycloaddition of propargylic esters with o-hydroxyphenyl substituted secondary phosphine oxides (SPOs) was established, which afforded a series of phosphorus-containing six-membered heterocycles in high yields (up to 99 % yield). This reaction represents the first α,β-regioselective (2+n) cycloaddition of propargylic esters via the intermediates of copper−allenylidenes

The hydrohalogenation of olefins is one of the most straightforward methods to access alkyl halides. Despite safety hazards, using pure hydrogen halide gas remains the most atom economic way of performing hydrohalogenation reactions. In this work, we describe the solvent-free hydro- and deuteriohalogenation of olefins using down to near-stoichiometric amounts of hydrogen and deuterium halide gas. Two-chamber

(R)-Pantolactone, an intermediate in the syntheses of Vitamin B5 and coenzyme A, is an important chiral molecule often used as a food additive, chiral auxiliary, and chiral starting material for organic transformations. Enantioenriched pantolactones are predominantly produced by biological fermentation and chemical synthesis approaches. Herein, we present a review of recent developments in the asymmetric

Herein, a practical and efficient tandem cyclization ring-opening coupling of acryloylbenzamides and N-arylacrylamide with epoxides was reported. Various acryloylbenzamides and N-arylacrylamide containing a wide range of functional groups coupled with both acyclic and cyclic epoxides to provide the efficient synthesis of valuable hydroxyalkylated isoquinolinediones and oxindoles. These fragments are

Strategies for site-selective C−H difunctionalization on N-alkyl activated azaarenes have attracted considerable attention as a powerful tool in heterocyclic chemistry. By employing graphene oxide (GO) as heterogeneous cocatalyst, the visible light-induced site-selective difunctionalizations of pyridiniums/quinoliniums provided a distinct and straightforward synthetic route toward C4- and C2-selective

TThe [3+2] cycloaddition (32CA) reactions of phenyl azide with a series of 25 ethylenes of different electronic activation have been studied within Molecular Electron Density Theory (MEDT) at the ωB97X-D/6-311G(d,p) computational level to understand the low reactivity of azides participating in 32CA reactions. Analysis of the reactivity indices allows characterizing phenyl azide as a moderate electrophile