Gold(I)‐Catalyzed Synthesis of Tetrahydrocarbazoles  via  Cascade [3,3]‐Propargylic Rearrangement/[4+2] Cycloaddition of Vinylindoles and Propargylic Esters | Zendy

Pirovano Valentina | Zendy; Arpini Elisa | Zendy; Dell'Acqua Monica | Zendy; Vicente Rubén | Zendy; Abbiati Giorgio | Zendy; Rossi Elisabetta | Zendy

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Gold(I)‐Catalyzed Synthesis of Tetrahydrocarbazoles via Cascade [3,3]‐Propargylic Rearrangement/[4+2] Cycloaddition of Vinylindoles and Propargylic Esters

Author(s) -

Pirovano Valentina,

Arpini Elisa,

Dell'Acqua Monica,

Vicente Rubén,

Abbiati Giorgio,

Rossi Elisabetta

Publication year - 2016

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201500913

Subject(s) - chemistry , cycloaddition , cascade , catalysis , cascade reaction , combinatorial chemistry , reaction conditions , medicinal chemistry , organic chemistry , chromatography

A gold(I)‐catalyzed cascade [3,3]‐propargylic rearrangement and [4+2] cycloaddition reaction of 2‐vinylindoles with propargylic esters is reported. The reaction leads to the synthesis of highly substituted tetrahydrocarbazole derivatives in high yields and diasteroselectivities. Furthermore, a preliminary screening for an asymmetric version of this reaction is described.

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