Direct synthesis of enaminone functionalized biaryl ethers by CuI-catalyzed O-arylation of enaminone functionalized phenols.
نویسندگان
چکیده
The O-arylation of o-enaminone functionalized phenols, namely, (E)-3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-ones, has been achieved via a self-promoted process in the presence of CuI, which provided a class of new biaryl ethers bearing a reactive enaminone fragment. The reactions were performed under mild conditions and the functionalized biaryl ether products have been found as useful building blocks for the assembly of heterocyclic compounds.
منابع مشابه
Application of Green Chemistry in Synthesis of Functionalized Thiopyran viaOne-pot Multicomponent Reactions in Water
An efficient synthesis of 2H-thiopyran-3,4-dicarboxylate derivatives via one-pot reactions between acetylenic esters, arylisothiocyanates and enaminones in water is described.The advantages of this work were: (1) the reaction was performed under neutral and more important in water as the solvent. (2) No catalyst was required for this reaction. (3) The simplicity of the present procedure made it...
متن کاملGeneral Method for Functionalized Polyaryl Synthesis via Aryne Intermediates
A method for base-promoted arylation of arenes and heterocycles by aryl halides and aryl triflates is described. Additionally, in situ electrophilic trapping of ArLi intermediates generated in the reaction of benzyne with deprotonated arenes or heterocycles has been developed, providing rapid and easy access to a wide range of highly functionalized polyaryls. Base-promoted arylation methodology...
متن کاملCu-catalyzed arylation of phenols: synthesis of sterically hindered and heteroaryl diaryl ethers.
Cu-catalyzed O-arylation of phenols with aryl iodides and bromides can be performed under mild condition in DMSO/K(3)PO(4) with use of picolinic acid as the ligand for copper. This method tolerates a variety of functional groups and is effective in the synthesis of hindered diaryl ethers and heteroaryl ethers.
متن کاملA concise and efficient synthesis of benzimidazo[1,2-c]quinazolines through CuI-catalyzed intramolecular N-arylations
A series of functionalized benzimidazo[1,2-c]quinazoline derivatives was obtained in excellent yields under mild conditions through a CuI-catalyzed Ullmann N-arylation starting from easily available starting materials.
متن کاملSynthesis of Functionalized Aryl-vinyl Ethers as Building Blocks and Auxiliaries in Organic Synthesis
5- hydroxyisoquinoline undergoes a smooth reaction with alkyl propiolates in the presence of triphenylphosphine (15 mol%) to produce the corresponding (E)-alkyl 3-(isoquinolin-5-yloxy) acrylate in good yields. When the reaction was performed by 2-methyl 4-hydroxyquinoline and 3-nitro 4-hydroxypyridine, similar aryl vinyl ethers were obtained.
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:
- Organic & biomolecular chemistry
دوره 9 19 شماره
صفحات -
تاریخ انتشار 2011