Cheap and safe: An iron-catalyzed cross-coupling reaction between alkyl halides alkenyl Grignard reagents is described. This CC bond coupling promoted by the cheap nontoxic FeCl3 displays good tolerance against various functional groups.

Abstract The Ritter reaction is a method of choice for the production amides, which are versatile intermediates in organic synthesis and compounds interest natural product synthesis. Recent efforts have been directed towards development catalytic versions more eco‐friendly synthetic routes to amides. This review summarizes recent progress this area covers new applications field Ritter‐type multicomponent reactions.

ConspectusMetal-catalyzed cross-couplings have emerged as essential tools for the construction of C–C bonds. The identification efficient catalytic systems well large substrate scope made these key reactions to access valuable molecules ranging from materials, agrochemicals active pharmaceutical ingredients. They been increasingly integrated in retrosynthetic plans, allowing shorter and original route development. Palladium-catalyzed still largely rule field, with most popular industrial...

Abstract In the quest for sustainable processes, selection of resources and catalysts is central importance. Carboxylic acids, which are abundant, stable ideally biobased feedstocks, can be considered as attractive platforms towards a range functionalized molecules. A recent resurgence photoinduced ligand‐to‐metal charge transfer (LMCT) carboxylates led to tremendous developments in field earth‐abundant metal mediated, visible‐light induced (non)‐decarboxylative transformations carboxylic...

The eco-friendly and highly diastereoselective synthesis of substituted cis-2,6-piperidines cis-2,6-tetrahydropyrans is described. key step this method the iron-catalyzed thermodynamic equilibration 2-alkenyl 6-substituted piperidines tetrahydropyrans allowing isolation enriched mixtures most stable cis-isomers.

The right combination: CuI and CuII salts can advantageously replace silver additives in AuI-catalyzed reactions. On the basis of reactivity studies NMR experiments, it is believed that anion metathesis between CuYn (Y=OTf, BF4, PF6, SbF6) [R3PAuCl] takes place to give [R3PAu]Y. As this process slow, there no fast decay active species, thus allowing large-scale reactions, even at high temperatures, with low loadings gold complex.

Oxidative 1,2- and 1,3- alkyl shifts mediated by a hypervalent iodine reagent were performed on simple inexpensive phenol derivatives. These transpositions enable rapid redesign of the main aromatic skeleton to generate good yields highly functionalized scaffolds containing prochiral dienone system, quaternary carbon center connected as many four sp2 centers, carbonyl functionality or precursor. An efficient enantioselective version this process resulting in formation challenging is also...

ConspectusA myriad of natural and/or biologically active products include nitrogen- and oxygen-containing saturated heterocycles, which are thus considered as attractive scaffolds in the drug discovery process. As a consequence, wide range reactions has been developed for construction these frameworks, much effort being specially devoted to formation substituted tetrahydropyrans piperidines. Among existing methods form metal-catalyzed heterocyclization amino- or hydroxy-allylic alcohol...

Iron- and cobalt-catalyzed cross-couplings between iodo-azetidines, -pyrrolidines, -piperidines, Grignard reagents are disclosed. The reaction is efficient, cheap, chemoselective tolerates a large variety of (hetero)aryl reagents.

Billig und sicher: Eine eisenkatalysierte Kreuzkupplung von Alkylhalogeniden mit Alkenyl-Grignard-Reagentien wird beschrieben (siehe Schema). Diese CC-Bindungsknüpfung durch das kostengünstige ungiftige FeCl3 vermittelt zeigt eine gute Toleranz gegenüber funktionellen Gruppen.

Abstract Complexes of type [LAuCl] (L=phosphine, phosphite, NHC and others) are widely employed in homogeneous catalysis, however, they usually inactive as such must be used jointly with a halide scavenger. To date, this role has mostly been entrusted to silver salts (AgSbF 6 , AgPF AgBF 4 AgOTf, etc.). However, can the source deactivation processes or side reactions, so it is sometimes advisable use silver‐free cationic gold complexes, which difficult synthesize handle compared more robust...

A cobalt-catalyzed cross-coupling between 3- and 4-iodopiperidines Grignard reagents is disclosed. The reaction an efficient, cheap, chemoselective, flexible way to functionalize piperidines. This coupling was used as the key step realize a short synthesis of (±)-preclamol. Some mechanistic investigations were conducted that highlight formation radical intermediates.

A cobalt-catalyzed cross-coupling between alkyl iodides and cyclopropyl, cyclobutyl, alkenyl Grignard reagents is disclosed. The reaction allows the introduction of strained rings on a large panel primary secondary iodides. catalytic system simple nonexpensive, general, chemoselective, diastereoconvergent. alkene resulting from can be transformed to substituted cyclopropanes using Simmons–Smith reaction. formation radical intermediates during coupling hypothesized.

Abstract An iron‐catalyzed, visible light‐driven, dioxygen mediated decarboxylative oxygenation of carboxylic acids is disclosed. The catalytic system based on naturally existing Mohr salt and simple di(2‐picolyl)amine ligand readily available inexpensive. applicability the method was demonstrated through efficient selective synthesis a range ketones, aldehydes amides including drug derivatives. Based experimental investigations, hypothetical mechanism proposed.

An iron-catalyzed visible-light driven decarboxylative alkoxyamination is disclosed. In the presence of FeBr

Synthetic studies toward the spiroketal core of spirangien A are described. Two synthetic approaches were developed. Both them use a diastereoselective aldol addition lithium enolate derived from methyl ketone on an aldehyde. In first approach, introduction (E)-trisubstituted terminal olefin was achieved by using iron-catalyzed cross-coupling between alkyl iodide and vinyl Grignard reagent randomly protected obtained. second highly functionalized carbamate, which includes 13 stereogenic...

An ecofriendly and diastereoselective synthesis of cis-3,5-disubstituted isoxazolidines through the FeCl3·6H2O-catalyzed cyclization δ-hydroxylamino allylic acetates is described. The synthetic potential these products highlighted by preparation several functionalized 1,3-amino alcohol precursors.

A simple Heck coupling between an alkenyl iodo-boronate and a variety of terminal olefins is disclosed. This method gives access to wide range dienic moieties including valuable bis-functionalized dienes. The synthetic potential the reaction demonstrated by short modular preparation several tetraenic compounds.

A cobalt-catalyzed cross-coupling between α-bromo amides and Grignard reagents is disclosed. The reaction general allows access to a large variety of α-aryl β,γ-unsaturated amides. Some mechanistic investigations have been undertaken determine the nature intermediate species.