A copper(I)-catalyzed reaction of 2-(2-ethynylphenyl)oxirane, sulfonyl azide, with 2-isocyanoacetate.
نویسندگان
چکیده
A novel and straightforward synthetic protocol for the efficient construction of 3',5'-dihydro-1H-spiro[benzo[d]oxepine-2,4'-imidazoles] through a copper(I)-catalyzed reaction between 2-(2-ethynylphenyl)oxirane, sulfonyl azide, and 2-isocyanoacetate is described.
منابع مشابه
Diversity-oriented approach to 1,2-dihydroisoquinolin-3(4H)-imines via copper(I)-catalyzed reaction of (E)-2-ethynylphenylchalcone, sulfonyl azide and amine.
A three-component reaction of (E)-2-ethynylphenylchalcone, sulfonyl azide, and amine catalyzed by copper(I) chloride (5 mol%), in the presence of triethylamine, under mild conditions is described. This transformation proceeds efficiently to generate 1,2-dihydroisoquinolin-3(4H)-imines in good to excellent yields.
متن کاملCovalent attachment of diphosphine ligands to glassy carbon electrodes via Cu-catalyzed alkyne-azide cycloaddition. Metallation with Ni(II).
Covalent tethering of P(Ph)2N(C6H4C≡CH)2 ligands (P(Ph)2N(C6H4C≡CH)2 = 1,5-di-(4-ethynylphenyl)-3,7-diphenyl-1,5-diaza-3,7-diphosphacyclooctane) to planar, azide-terminated glassy carbon electrode surfaces has been accomplished using a Cu(I)-catalyzed alkyne-azide cycloaddition (CuAAC) coupling reaction, using a BH3←P protection-deprotection strategy. Deprotected, surface-confined ligands were ...
متن کاملN-Sulfonylketenimines as Useful Synthons in a Novel Synthesis of Functionalized 2-Oxoindoline Derivatives
The synthesis of a novel class of 2-oxoindolin-3-ylidene-(1-arylhydrazinyl)-2-aryl(alkyl)ethylidene derivativesvia a copper-catalyzed tandem reaction of isatin, arylhydrazines, sulfonyl azides and terminal alkynes is described.
متن کاملGeneration of benzoimidazo[1,5-a]imidazoles via a copper-catalyzed tandem reaction of carbodiimide and isocyanoacetate.
Carbodiimide reacts with isocyanide catalyzed by copper(i) iodide, leading to benzoimidazo[1,5-a]imidazoles in good yields. This reaction is efficient, and proceeds through a formal [3+2] cycloaddition and C-N coupling.
متن کاملSelective formation of 1,5-substituted sulfonyl triazoles using acetylides and sulfonyl azides.
The reaction of acetylides with sulfonyl azides was found to selectively form 1,5-substituted sulfonyl triazoles. This reaction thus provides access to the regioisomeric product as compared to the popular copper-catalyzed azide-alkyne cycloaddition. The reaction is efficient and selective with a variety of alkyne sources and sulfonyl azides and can incorporate an additional electrophile to yiel...
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 48 71 شماره
صفحات -
تاریخ انتشار 2012