Novel Chiral Secondary Amine-Amide Catalysts Friedel-Craft Alkylation Reaction
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چکیده
منابع مشابه
Enhanced Efficiency of Thiourea Catalysts by External Brønsted Acids in the Friedel–Crafts Alkylation of Indoles
A novel study of external Brønsted acid-assisted thiourea catalysts in the asymmetric FriedelCrafts alkylation of indoles with nitroalkenes is reported. The final 3-substituted indoles derivatives are synthesized with better results by cooperative effect between chiral thiourea and a Brønsted acid additive (1a·HA), than those obtained with sole thiourea catalyst 1a. The effect of diverse catal...
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A series of custom-designed, high yield, isoskeletal tetranuclear Zn/4f coordination clusters showing high efficiency as catalysts with low catalytic loadings in Friedel-Crafts alkylation are described for the first time. The possibility of altering the 4f centers in these catalysts without altering the core topology allows us to further confirm their stability via EPR and NMR, as well to gain ...
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The reaction of indole with chalcones, to give Michael-type adducts, was found to occur with good efficiency (up to 98% yield) and moderate enantioselectivity (up to 52% e.e.) in the presence of a chiral BINOL-based phosphoric acid. Furthermore, the alkylation products can be obtained in much higher e.e.s after one only crystallization.
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The enantioselective tandem Friedel-Crafts alkylation/Michael addition reaction of indoles with nitroolefin enoates catalyzed by a diphenylamine-linked bis(oxazoline)-Zn(OTf)2 complex was investigated. This tandem reaction afforded functionalized chiral chromans in good yields with moderate to high stereoselectivities (up to 95:5 dr, up to 99% ee).
متن کاملChiral transition-metal complexes as Brønsted-acid catalysts for the asymmetric Friedel-Crafts hydroxyalkylation of indoles.
The Friedel-Crafts reaction between 3,3,3-trifluoropyruvates and indoles is efficiently catalysed by the iridium complex [(η(5)-C5Me5)Ir{(R)-Prophos}(H2O)][SbF6]2 (1) with up to 84% ee. Experimental data and theoretical calculations support a mechanism involving the Brønsted-acid activation of the pyruvate carbonyl by the protons of the coordinated water molecule in 1. Water is not dissociated ...
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ژورنال
عنوان ژورنال: Asian Journal of Chemistry
سال: 2017
ISSN: 0970-7077,0975-427X
DOI: 10.14233/ajchem.2017.20269