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Iridium‐Catalyzed Tandem Cyclization of Benzoylacetonitriles with Diazo Compounds Leading to Substituted Naphtho[1,8‐bc]pyrans by Sequential C−H Functionalization

10.1002/adsc.201800149

2018-04-19

The cascade annulation reactions of benzoylacetonitriles with diazo compounds proceed efficiently in the presence of an iridium catalyst to give substituted naphtho[1,8‐bc]pyrans by sequential cleavage of C(sp2)−H/C(sp3)−H and C(sp2)−H/O−H bonds. Interestingl...

Aluminium Chloride‐Mediated Synthesis of 1‐Chloro‐2,2,2‐Trifluoroethylidene‐Substituted Pyrrolidones

10.1002/adsc.201800275

2018-04-19

An aluminium chloride‐mediated cascade reaction between pyrrolidones and trifluoroacetic anhydride is reported. Functionally diverse 1‐chloro‐2,2,2‐trifluoroethylidene‐substituted pyrrolidones were obtained in moderate to high yields through electrophilic tri...

An Industrial Perspective on Counter Anions in Gold Catalysis: Underestimated with Respect to “Ligand Effects”

10.1002/adsc.201800233

2018-04-19

The conversion of a variety of well‐known test reactions, representing the key reactivity patterns of gold catalysis, were analyzed by GC and 1H NMR. The study is focused on establishing of a strategical approach for the consideration of ligand influence and ...

DBU‐Catalyzed [3+3] and [3+2] Annulation Reactions of Azomethine Ylides with α‐Diazocarbonyls as N‐Terminal Electrophiles: Modular, Atom‐Economical Access to 1,2,4‐Triazine and 1,2,4‐Triazole Derivatives

10.1002/adsc.201800030

2018-04-18

The DBU‐catalyzed [3+3] and [3+2] cyclization reactions of azomethine ylides with α‐diazocarbonyls as N‐terminal electrophiles have been developed. These reactions involve a sequential intermolecular nucleophilic addition/intramolecular cyclization/oxidation ...

One‐pot Construction of Difluorinated Pyrrolizidine and Indolizidine Scaffolds via Copper‐Catalyzed Radical Cascade Annulation

10.1002/adsc.201701643

2018-04-18

A convenient approach to the synthesis of diverse difluorinated nitrogen‐containing polycycles via a copper‐catalyzed radical cascade annulation of amine‐containing olefins and ethyl bromodifluoroacetate was developed. Three new bonds, including a −CF2 and tw...

Rhodium‐Catalyzed Chemo‐ and Enantioselective Hydrogenation of Alkynyl‐Aryl Hydrazones

10.1002/adsc.201800243

2018-04-17

As an update of our continuous interest in the hydrogenation of hydrazones, a chemo‐ and enantioselective hydrogenation of alkynyl‐aryl hydrazones was developed using a rhodium complex [Rh((R,Sp)‐JosiPhos)(cod)]SbF6 as the catalyst and benzoic acid as an addi...

Recent Advances in the Construction of C–N Bonds Through Coupling Reactions between Carbon Radicals and Nitrogen Radicals

10.1002/adsc.201800205

2018-04-17

C−N bonds are widely found in natural products, medicinal molecules and multifunctional materials. In recent years, the construction of C−N bonds through a radical coupling reaction between carbon‐centered radicals with nitrogen‐centered radicals has emerged ...

Copper‐Catalyzed Successive C−C bond formations on Indoles or Pyrrole: A Convergent Synthesis of Symmetric and Unsymmetric Hydroxyl Substituted N‐H Carbazoles

10.1002/adsc.201800154

2018-04-16

A novel copper‐catalyzed successive C−Cbond formations on indoles and pyrrole approach for the direct synthesis of hydroxyl substituted N‐H carbazoles is described. The current process represents an atom‐economical method for the preparation of both symmetric...

Synthesis of Piperidine Derivatives by Rhodium‐ Catalyzed Tandem Reaction of N‐Sulfonyl‐1,2,3‐Triazole and Vinyl Ether

10.1002/adsc.201800191

2018-04-16

A chemoselective tandem reaction of 4‐acyloxymethylene‐1‐sulfonyl‐1,2,3‐triazole and vinyl ether was reported, producing polysubstituted piperidine derivatives in up to 96% yield. The key intermediate N‐sulfonyl 1‐azadiene generated by migration of the OAc gr...

Palladium‐Catalyzed Benzodifluoroalkylation of Alkynes: A Route to Fluorine‐Containing 1,1‐Diarylethylenes

10.1002/adsc.201701569

2018-04-16

A palladium(0)‐catalyzed three‐component reaction of 2‐iodo‐2,2‐difluoroacetophenones, alkynes and arylboronic acids is introduced for the synthesis of 1‐benzoyldifluoromethyl‐2,2‐diphenylethylenes in good yields and with excellent stereoselectivity. The 1‐be...