Rhodium(III)-Catalyzed Redox-Neutral Synthesis of Isoquinolinium Salts via C–H Activation of Imines

Redox-neutral synthesis of isoquinolinium salts via C–H activation of presynthesized or in situ formed imines and coupling with α-diazo ketoesters has been realized, where a zinc salt promotes cyclization as well as provides a counteranion. Under three-component conditions, both ketone and aldehydes are viable arene sources. The coupling of imines with diazo malonates under similar conditions afforded isoquinolin-3-ones as the coupling product

Copper-Catalyzed Three Component Regio- and Stereospecific Selenosulfonation of Alkynes: Synthesis of (<i>E</i>)‑β-Selenovinyl Sulfones

A copper-catalyzed highly regio- and stereospecific selenosulfonation of alkynes with arylsulfonohydrazides and diphenyl diselenide has been developed. This novel three component reaction proceeds under very mild conditions and with a broad scope of substrates, providing a wide range of (<i>E</i>)-β-selenovinyl sulfones in good to excellent yields

Rhodium(III)-Catalyzed Redox-Neutral Synthesis of Isoquinolinium Salts via C–H Activation of Imines

Redox-neutral synthesis of isoquinolinium salts via C–H activation of presynthesized or in situ formed imines and coupling with α-diazo ketoesters has been realized, where a zinc salt promotes cyclization as well as provides a counteranion. Under three-component conditions, both ketone and aldehydes are viable arene sources. The coupling of imines with diazo malonates under similar conditions afforded isoquinolin-3-ones as the coupling product

Copper-Catalyzed Three Component Regio- and Stereospecific Selenosulfonation of Alkynes: Synthesis of (<i>E</i>)‑β-Selenovinyl Sulfones

A copper-catalyzed highly regio- and stereospecific selenosulfonation of alkynes with arylsulfonohydrazides and diphenyl diselenide has been developed. This novel three component reaction proceeds under very mild conditions and with a broad scope of substrates, providing a wide range of (<i>E</i>)-β-selenovinyl sulfones in good to excellent yields

Copper-Catalyzed Three Component Regio- and Stereospecific Selenosulfonation of Alkynes: Synthesis of (<i>E</i>)‑β-Selenovinyl Sulfones

A copper-catalyzed highly regio- and stereospecific selenosulfonation of alkynes with arylsulfonohydrazides and diphenyl diselenide has been developed. This novel three component reaction proceeds under very mild conditions and with a broad scope of substrates, providing a wide range of (<i>E</i>)-β-selenovinyl sulfones in good to excellent yields

Rhodium(III)-Catalyzed Redox-Neutral Synthesis of Isoquinolinium Salts via C–H Activation of Imines

Redox-neutral synthesis of isoquinolinium salts via C–H activation of presynthesized or in situ formed imines and coupling with α-diazo ketoesters has been realized, where a zinc salt promotes cyclization as well as provides a counteranion. Under three-component conditions, both ketone and aldehydes are viable arene sources. The coupling of imines with diazo malonates under similar conditions afforded isoquinolin-3-ones as the coupling product

Rh(III)-Catalyzed Asymmetric Synthesis of Axially Chiral Biindolyls by Merging C–H Activation and Nucleophilic Cyclization

Enantiomeric access to pentatomic biaryls is challenging due to their relatively low rotational barrier. Reported herein is the mild and highly enantioselective synthesis of 2,3′-biindolyls via underexplored integration of C–H activation and alkyne cyclization using a unified chiral Rh­(III) catalyst. The reaction proceeded via initial C–H activation followed by alkyne cyclization. A chiral rhodacyclic intermediate has been isolated from stoichiometric C–H activation, which offers direct mechanistic insight

Rh(III)-Catalyzed Asymmetric Synthesis of Axially Chiral Biindolyls by Merging C–H Activation and Nucleophilic Cyclization

Enantiomeric access to pentatomic biaryls is challenging due to their relatively low rotational barrier. Reported herein is the mild and highly enantioselective synthesis of 2,3′-biindolyls via underexplored integration of C–H activation and alkyne cyclization using a unified chiral Rh­(III) catalyst. The reaction proceeded via initial C–H activation followed by alkyne cyclization. A chiral rhodacyclic intermediate has been isolated from stoichiometric C–H activation, which offers direct mechanistic insight