Ionic liquid as an efficient promoting medium for fixation of CO2: clean synthesis of alpha-methylene cyclic carbonates from CO2 and propargyl alcohols catalyzed by metal salts under mild conditions.
نویسندگان
چکیده
Reactions of propargylic alcohols with CO(2) in a [BMIm][PhSO(3)]/CuCl catalytic system to produce the corresponding alpha-methylene cyclic carbonates were conducted with high yields. Mild reaction conditions, enhanced rates, improved yields, and recyclable ionic liquid catalyst systems are the remarkable features exhibited in this process. Furthermore, the use of large amounts of tertiary amines as well as nitrogen-containing organic solvent as employed in previously studies was avoided.
منابع مشابه
Ionic liquid as an efficient promoting medium for fixation of carbon dioxide: a clean method for the synthesis of 5-methylene-1,3-oxazolidin-2-ones from propargylic alcohols, amines, and carbon dioxide catalyzed by Cu(I) under mild conditions.
[reaction: see text] The reactions of propargylic alcohols, aliphatic primary amines, and CO2 were conducted in CuCl/[BMIm]BF4 system to produce the corresponding 5-methylene-1,3-oxazolidin-2-ones under relatively mild conditions. The products could be conveniently isolated by means of liquid-liquid extraction. The solvent ionic liquid as well as CuCl catalyst can be recovered and reused three ...
متن کاملMild and efficient solvent-free tetrahydropyranylation (THP) of alcohols catalyzed by reusable acidic ionic liquid [Et3N(CH2)4SO3H][OTs]
A variety of alcohols readily add to 3,4-dihydro-2H-pyran under solvent free conditions in the presence of catalytic amount of acidic ionic liquid [Et3N(CH2)4SO3H][OTs] to afford the corresponding tetrahydropyranyl ethers in good to excellent yields at room temperature. The use of this procedure allows easy separation of the desired products ...
متن کاملMild and efficient solvent-free tetrahydropyranylation (THP) of alcohols catalyzed by reusable acidic ionic liquid [Et3N(CH2)4SO3H][OTs]
A variety of alcohols readily add to 3,4-dihydro-2H-pyran under solvent free conditions in the presence of catalytic amount of acidic ionic liquid [Et3N(CH2)4SO3H][OTs] to afford the corresponding tetrahydropyranyl ethers in good to excellent yields at room temperature. The use of this procedure allows easy separation of the desired products ...
متن کاملTask-specific ionic liquid and CO2-cocatalysed efficient hydration of propargylic alcohols to α-hydroxy ketones† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c5sc00040h Click here for additional data file.
The hydration of propargylic alcohols is a green route to synthesize a-hydroxy ketones. Herein a CO2reactive ionic liquid (IL), [Bu4P][Im], was found to display high performance for catalyzing the hydration of propargylic alcohols in the presence of atmospheric CO2, and a series of propargylic alcohols could be converted into the corresponding a-hydroxy ketones in good to excellent yields. In t...
متن کاملSynthesis of cyclic carbonates from CO2 and epoxides catalyzed by low loadings of benzyl bromide/DMF at ambient pressure.
An efficient, metal-free catalytic system for the conversion of CO2 and epoxides to cyclic carbonates under mild conditions with good-to-excellent yields (57-99%) was developed. A possible reaction mechanism involving the electrophilic activation of epoxides by benzyl cations and nucleophilic activation of CO2 by DMF is proposed.
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:
- The Journal of organic chemistry
دوره 69 2 شماره
صفحات -
تاریخ انتشار 2004