Brønsted acidic ionic liquid as the efficient and reusable catalyst for synthesis of coumarins via Pechmann condensation under solvent-free conditions

نویسندگان

  • Abdol Reza Hajipour Pharmaceutical Research Laboratory, Department of Chemistry, Isfahan University of Technology, Isfahan 84156, Islamic Republic of Iran
  • Amin Zarei Department of Science, Fasa Branch, Islamic Azad University, Post Box No 364, Fasa, 7461713591, Fars, Iran.
  • Mohammad Ali Alaei Pharmaceutical Research Laboratory, Department of Chemistry, Isfahan University of Technology, Isfahan 84156, Islamic Republic of Iran
  • Nafisehsadat Sheikhan Department of Chemistry, Faculty of Sciences, Najafabad Branch, Islamic Azad University, Najafabad, Esfahan, P.O. Box 517, Iran
چکیده مقاله:

A mild and efficient method has been developed for the preparation of substituted coumarins from reaction of various phenols with different β-ketoesters via Pechmann condensation in the presence of Brønsted acidic ionic liquid (N-(4-sulfonic acid) butyl triethylammonium hydrogen sulfate) as an effective catalyst under solvent-free conditions. Different phenols reacted with ethyl acetoacetate to produce the corresponding substituted coumarins in high to excellent yields and short reaction times. Moreover, [TEBSA][HSO4] has been used as an effective green catalyst for the synthesis of coumarin derivatives under solvent-free conditions. Using the relatively non-toxic (halogen-free) and reusable Brønsted acidic ionic liquid, high catalytic efficiency, high yields, short reaction times and straightforward work-up are advantages of this protocol.

برای دانلود باید عضویت طلایی داشته باشید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

brønsted acidic ionic liquid as the efficient and reusable catalyst for synthesis of coumarins via pechmann condensation under solvent-free conditions

a mild and efficient method has been developed for the preparation of substituted coumarins from reaction of various phenols with different β-ketoesters via pechmann condensation in the presence of brønsted acidic ionic liquid (n-(4-sulfonic acid) butyl triethylammonium hydrogen sulfate) as an effective catalyst under solvent-free conditions. different phenols reacted with ethyl acetoacetate to...

متن کامل

Brønsted Acidic Ionic Liquid: An Efficient and Reusable Catalyst for the Multi-Component Synthesis of Dihydropyrimidinones under Solvent-Free Conditions

An efficient and convenient procedure for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and thiones by condensation of 1,3-dicarbonyl compounds, Aromatic and aliphatic aldehydes, and urea or thiourea in the presence of catalytic amount of Brønsted acidic ionic liquid 3-methyl-1-sulfonic acid imidazolium chloride {[Msim]Cl} under thermal solvent-free conditions reacted easily to afford the co...

متن کامل

Brønsted Acidic Ionic Liquid: An Efficient and Reusable Catalyst for the Multi-Component Synthesis of Dihydropyrimidinones under Solvent-Free Conditions

An efficient and convenient procedure for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and thiones by condensation of 1,3-dicarbonyl compounds, Aromatic and aliphatic aldehydes, and urea or thiourea in the presence of catalytic amount of Brønsted acidic ionic liquid 3-methyl-1-sulfonic acid imidazolium chloride {[Msim]Cl} under thermal solvent-free conditions reacted easily to afford the co...

متن کامل

Brønsted acidic ionic liquid as a metal free catalyst for the one-pot synthesis of α-aminonitriles under mild and solvent-free conditions

An efficient, mild and environmentally friendly method was developed for the Strecker reaction to synthesize α-aminonitriles in the presence of methyl imidazolium hydrogen sulfate ([Hmim][HSO4]) as an efficient catalyst. These syntheses were performed via a one-pot three-component condensation of aldehydes (or ketones), amines, and trimethylsilyl cyanide under mild and solvent free c...

متن کامل

Brønsted acidic ionic liquid as a metal free catalyst for the one-pot synthesis of α-aminonitriles under mild and solvent-free conditions

An efficient, mild and environmentally friendly method was developed for the Strecker reaction to synthesize α-aminonitriles in the presence of methyl imidazolium hydrogen sulfate ([Hmim][HSO4]) as an efficient catalyst. These syntheses were performed via a one-pot three-component condensation of aldehydes (or ketones), amines, and trimethylsilyl cyanide under mild and solvent free c...

متن کامل

منابع من

با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

ذخیره در منابع من قبلا به منابع من ذحیره شده

{@ msg_add @}


عنوان ژورنال

دوره 5  شماره 3

صفحات  231- 236

تاریخ انتشار 2015-09-01

با دنبال کردن یک ژورنال هنگامی که شماره جدید این ژورنال منتشر می شود به شما از طریق ایمیل اطلاع داده می شود.

میزبانی شده توسط پلتفرم ابری doprax.com

copyright © 2015-2023