Premium
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.