Copper-catalyzed synthesis of alkynylphosphine derivatives: unprecedented use of nucleophilic phosphorus compounds.
نویسندگان
چکیده
A new and smooth approach towards alkynylphosphine derivatives is described. It relies on the unprecedented catalytic coupling of secondary phosphine boranes with alkynyl bromides using the CuI/1,10-phenanthroline couple.
منابع مشابه
An Effective Green Procedure for the Synthesis of Phenacyl Derivatives Catalyzed by Silica-bound 3-{2-[Poly(ethylene glycol)]ethyl}-substituted 1-Methyl-1H-imidazol-3-ium Bromide as a Recyclable Phase Transfer Catalyst under Aqueous Media
The use of a recyclable phase transfer catalyst, SiO2-PEG-ImBr, is demonstrated in a simple and highly efficient synthesis of phenacyl derivatives by nucleophilic substitution reaction of phenacyl halides with different anions in water. Advantages of this system are easy work-up, moderate to good yields, and recyclable catalyst. The catalyst can be recycled and reused several times with no loss...
متن کاملSynthesis of 3-aminoBODIPY dyes via copper-catalyzed vicarious nucleophilic substitution of 2-halogeno derivatives.
2-Halogeno BODIPYs undergo copper catalysed nucleophilic substitution with alkyl amines and anilines and an amide to give the corresponding 3-aminoBODIPY derivatives. The substrates are readily prepared by the regioselective 2-halogenation of the chemically robust, preformed BODIPYs thus providing an alternative to direct nucleophilic substitution of the corresponding 3-halogenoBODIPYs which re...
متن کاملA simple, solvent-free four-component domino synthesis of 1H-pyrazolo [1, 2-b] phthalazine-5, 10-dione derivatives catalyzed by copper (II) oxide
An eco-safe and facile multi-component domino reaction has been described for the synthesis of 1H-pyrazolo [1, 2-b] phthalazine-5, 10-dione derivatives. The products were obtained by a four-component condensation reaction between phthalimide, hydrazine monohydrate, aromatic aldehyde derivatives and malononitrile in the presence of a catalytic amount of copper (II) oxide (CuO) ...
متن کاملThree-Component and Click Strategy for Synthesis of β-Hydroxy 1,4-Disubstituted 1,2,3-Triazoles Derivatives Catalyzed by 1,4-Dihydroxyanthraquinone-copper(II) Complex onto Nano AlPO4
In this work, copper(II) heterogeneous nanocatalyst supported on modified AlPO4 (Cu(II)-DA@Nano AlPO4) was used for the synthesis of some biological active heterocyclic molecules, particularly for the efficient conversion of a wide range of non-activated terminal alkynes to β-hydroxy 1,4-disubstituted 1,2,3-triazolethrough a three-component “click” reaction at room temperature in water. The reg...
متن کاملSilyl alkynylphosphine-boranes: key precursors of triazolylphosphines via tandem desilylation-click chemistry.
A versatile synthesis of 1,2,3-triazolyl-4-phosphines from the borane complexes of phosphino-alkynes is reported. The efficiency of the procedure relies on the use of readily available silyl-protected alkynylphosphine-boranes, which were subjected to desilylation with TBAF followed by copper-catalyzed azide-alkyne-cycloaddition in one pot. Subsequent treatment with DABCO afforded the targeted t...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 47 11 شماره
صفحات -
تاریخ انتشار 2011