Rhodium(III)-Catalyzed C–H Activation and Amidation of Arenes Using <i>N</i>‑Arenesulfonated Imides as Amidating Reagents

Rhodium(III)-catalyzed C–H activation–amidation of arenes bearing chelating groups has been achieved using <i>N</i>-arenesulfonated imides as efficient amidating reagents without using any base additive. Pyridine, oxime, and pyrimidine proved to be viable directing groups

Rhodium(III)-Catalyzed C–H Activation and Amidation of Arenes Using <i>N</i>‑Arenesulfonated Imides as Amidating Reagents

Rhodium(III)-catalyzed C–H activation–amidation of arenes bearing chelating groups has been achieved using <i>N</i>-arenesulfonated imides as efficient amidating reagents without using any base additive. Pyridine, oxime, and pyrimidine proved to be viable directing groups

Rh(III)-Catalyzed Selenylation of Arenes with Selenenyl Chlorides/Diselenides via C–H Activation

Rh­(III)-catalyzed, chelation-assisted C–H activation and selenylation of arenes has been achieved. Arenes bearing oxime, azo, pyridyl, and <i>N</i>-oxide chelating groups are viable substrates, and electrophilic selenyl chlorides and diselenides are used as selenylating reagents. The catalytic system is highly efficient under mild conditions over a broad range of substrates with excellent functional group tolerance

Synthesis of Functionalized Oxazoles via Silver-Catalyzed Cyclization of Propargylamides and Allenylamides

Silver­(I)-catalyzed [3,3] rearrangement of <i>N</i>-sulfonyl propargylamides affords functionalized oxazoles with highly regioselective migration of the sulfonyl group by the introduction of acyloxy groups. The allenylamides, generated from the corresponding propargylamides, can also undergo the silver-catalyzed cyclization to give various 5-vinyloxazoles

Synthesis of Functionalized Oxazoles via Silver-Catalyzed Cyclization of Propargylamides and Allenylamides

Silver­(I)-catalyzed [3,3] rearrangement of <i>N</i>-sulfonyl propargylamides affords functionalized oxazoles with highly regioselective migration of the sulfonyl group by the introduction of acyloxy groups. The allenylamides, generated from the corresponding propargylamides, can also undergo the silver-catalyzed cyclization to give various 5-vinyloxazoles

Cu(OTf)₂‑Catalyzed Asymmetric Friedel–Crafts Alkylation Reaction of Indoles with Arylidene Malonates Using Bis(sulfonamide)-Diamine Ligands

A highly efficient Cu-catalyzed asymmetric Friedel–Crafts alkylation reaction of indoles with arylidene malonates using simple, stable, and easily prepared bis-sulfonamide diamine ligands was developed. The desired products were obtained in up to 99% yield with 96% ee

Rhodium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to Nitroalkenes Using Olefin–Sulfoxide Ligands

An efficient rhodium/olefin–sulfoxide catalyzed asymmetric conjugate addition of organoboronic acids to a variety of nitroalkenes has been developed, where 2-methoxy-1-naphthyl sulfinyl functionalized olefin ligands have shown to be highly effective and are applicable to a broad scope of aryl, alkyl, and heteroaryl nitroalkenes

Base-Catalyzed Cyclization of <i>N</i>‑Sulfonyl Propargylamides to Sulfonylmethyl-Substituted Oxazoles via Sulfonyl Migration

The reaction of <i>N</i>-sulfonyl propargylamides in the presence of a base catalyst selectively affords 5-sulfonylmethyl oxazoles via 1,4-sulfonyl migration. Allenes have been established as the key intermediates. Experimental evidence has been provided to support a two-step mechanism in the cyclization

Cyclization and <i>N</i>‑Iodosuccinimide-Induced Electrophilic Iodocyclization of 3‑Aza-1,5-enynes To Synthesize 1,2-Dihydropyridines and 3‑Iodo-1,2-dihydropyridines

Metal-free cyclization and <i>N</i>-iodosuccinimide-induced electrophilic iodocyclization of readily available 3-aza-1,5-enynes have been developed. The reactions selectively give 1,2-dihydropyridines and 3-iodo-1,2-dihydropyridines involving an aza-Claisen rearrangement and a 6π-electrocyclization step. Furthermore, the reaction could be carried out in 10 g scale for the synthesis of 1,2-dihydropyridines

Ruthenium-Catalyzed [3 + 2] Cycloaddition of 2<i>H</i>‑Azirines with Alkynes: Access to Polysubstituted Pyrroles

A ruthenium-catalyzed intermolecular [3 + 2] cycloaddition of 2<i>H</i>-azirines and activated alkynes is reported, which provides polysubstituted pyrroles in moderate to good yields. This approach features a C–N bond cleavage of 2<i>H</i>-azirines by a ruthenium catalyst. The results of this study would provide a complementary method to synthesize polysubstituted pyrroles from the known 2<i>H</i>-azirine approaches and advance 2<i>H</i>-azirine chemistry