Lewis base-catalyzed intermolecular triazene alkyne cycloaddition for late-stage functionalization and scaffold diversification
نویسندگان
چکیده
منابع مشابه
Cu-catalyzed azide-alkyne cycloaddition.
The Huisgen 1,3-dipolar cycloaddition reaction of organic azides and alkynes has gained considerable attention in recent years due to the introduction in 2001 of Cu(1) catalysis by Tornøe and Meldal, leading to a major improvement in both rate and regioselectivity of the reaction, as realized independently by the Meldal and the Sharpless laboratories. The great success of the Cu(1) catalyzed re...
متن کاملLewis Acid and/or Lewis Base catalyzed [3+2] cycloaddition reaction: Synthesis of pyrazoles and pyrazolines
Abstract: A facile, 1,3-dipolar cycloaddition of ethyl diazoacetate (EDA) with various activated olefins including Baylis-Hillman adducts, activated and simple alkynes to afford 3,5-disubstituted pyrazolines and pyrazoles respectively in moderate to good yields, in high regioselective manner in the presence of Indium chloride and/or DABCO is reported. All the reactions were carried out under no...
متن کاملNickel-catalyzed intermolecular alkyne insertion into cyclobutanones.
Cyclobutanones reacted with alkynes in the presence of nickel(0) catalysts to produce cyclohexenones. Oxidative cyclization of the carbonyl group of the cyclobutanone and the alkyne with the nickel(0) was followed by beta-carbon elimination from the resulting oxanickelacyclopentene and subsequent reductive elimination. This reaction achieves a formal alkyne insertion between the carbonyl carbon...
متن کاملSolvent-free copper-catalyzed azide-alkyne cycloaddition under mechanochemical activation.
The ball-mill-based mechanochemical activation of metallic copper powder facilitates solvent-free alkyne-azide click reactions (CuAAC). All parameters that affect reaction rate (i.e., milling time, revolutions/min, size and milling ball number) have been optimized. This new, efficient, facile and eco-friendly procedure has been tested on a number of different substrates and in all cases afforde...
متن کاملStereoselective Lewis base catalyzed formal 1,3-dipolar cycloaddition of azomethine imines with mixed anhydrides.
Stereoselective synthesis of pyrazolidinones via dipolar cycloaddition of azomethine imines with active esters under Lewis base catalysis is presented. The active esters are readily generated in situ from the corresponding acids. Products, which are obtained with excellent diastereocontrol and high enantioselectivity, contain along with the pyrazolidinone core also the tetrahydroisoquinoline st...
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ژورنال
عنوان ژورنال: Communications Chemistry
سال: 2019
ISSN: 2399-3669
DOI: 10.1038/s42004-019-0168-6