103205-15-8Relevant articles and documents
Iron(II) chloride-1,1′-binaphthyl-2,2′-diamine (FeCl 2-BINAM) complex catalyzed domino synthesis of bisindolylmethanes from indoles and primary alcohols
Badigenchala, Sindhura,Ganapathy, Dhandapani,Das, Ankita,Singh, Rahul,Sekar, Govindasamy
, p. 101 - 109 (2014)
Biologically important bisindolylmethanes are synthesized in a domino fashion by using an iron(II) chloride-(±)-1,1′-binaphthyl-2, 2′-diamine [FeCl2-(±)-BINAM] complex as the catalyst. This method proceeds via oxidation of a primary alcohol into the corresponding aldehyde followed by nucleophilic addition of an indole in the presence of the catalyst. A reaction intermediate is synthesized separately and converted into the bisindolylmethane product under the same reaction conditions as support for the proposed mechanism. Georg Thieme Verlag Stuttgart · New York.
Copper-Catalyzed Addition of Grignard Reagents to in situ Generated Indole-Derived Vinylogous Imines
Ge, Luo,Harutyunyan, Syuzanna R.,Zurro, Mercedes
supporting information, p. 16277 - 16280 (2020/11/30)
Chiral indole derivatives are ubiquitous motifs in pharmaceuticals and alkaloids. Herein, the first protocol for catalytic asymmetric conjugate addition of Grignard reagents to various sulfonyl indoles, offering a straightforward approach for the synthesis of chiral 3-sec-alkyl-substituted indoles in high yields and enantiomeric ratios is presented. This methodology makes use of a chiral catalyst based on copper phosphoramidite complexes and in situ formation of vinylogous imine intermediates.
