One-pot, organocatalytic synthesis of spirooxindoles using citric acid in aqueous media
نویسندگان
چکیده مقاله:
Spirooxindoles are important synthetic targets possessing extended biological activity and drug discovery applications.The development of multicomponent reactions designed to produce elaborate biologically active compounds has become an important area of research in organic, combinatorial, and medicinal chemistry. in this Manuscript, a facile and efficient multicomponent synthesis of functionalized spirooxindoles has been described through the reaction of isatin, malononitrile or ethyl cyanoacetate, and CH- acids (1,3-dicarbonyl compounds) in the presence of catalytic amount of citric acid in excellent yields with short reaction times in aqueous ethanol. Also citric acid catalyzed synthesis of 3,3-diindolyl oxindoles by the condensation of isatin with substituted indoles.
منابع مشابه
An efficient one-pot multi component synthesis of pyrimidine derivatives in aqueous media
A simple and efficient synthesis of aryl and heteroaryl substituted pyrimidines has been developed via initial Knoevenagal, subsequent addition and final cyclization of aldehyde, ethylcyanoacetate and guanidine nitrate. Piperidine has been used as a catalyst. Short reaction time, environment friendly procedure and excellent yields are the advantages of this procedure. All synthesized compounds ...
متن کاملAn electrochemical tandem reaction: one-pot synthesis of homoallylic alcohols from alcohols in aqueous media.
A tandem electrosynthesis of homoallylic alcohols from alcohols in one-pot was realized. In virtue of this one-pot electrosynthesis, the traditional reaction substrates of allylation were broadened from carbonyl compounds to alcohols.
متن کاملOne-pot synthesis of amino acid precursors with insoluble organic matter in planetesimals with aqueous activity
The exogenous delivery of organic molecules could have played an important role in the emergence of life on the early Earth. Carbonaceous chondrites are known to contain indigenous amino acids as well as various organic compounds and complex macromolecular materials, such as the so-called insoluble organic matter (IOM), but the origins of the organic matter are still subject to debate. We repor...
متن کاملOne-pot aqueous synthesis of sub-10 nm responsive nanogels.
A strategy involving free radical copolymerization of a difunctional oligomer and a small-molecule crosslinker to give sub-10 nm nanogels is proposed. These nanogels can adapt to surrounding temperatures and regulate the release of a preloaded model anticancer drug 5-fluorouracil.
متن کاملOne-pot Synthesis of Indeno-fused Spirooxindoles catalyzed by SBA-Oxime-Zn
An extremely efficient catalytic protocol for the synthesis of spirooxindole derivatives via a one-pot three component approach in the presence of SBA-Oxime-Zn, as a heterogeneous catalyst using water as a green solvent is reported. The catalyst exhibited excellent catalytic activity, and the proposed methodology is capable of providing the desired products in good yield and short reaction time...
متن کاملH6P2W18O62: A Green and Reusable Catalyst for the One-pot Three-Component Synthesis of Spirooxindoles in Water
Wells–Dawson tungsten heteropolyacid (H6P2W18O62) has been applied as an effective heterogeneous catalyst for one-pot synthesis of spiro[4H-pyran-3,3’-oxindoles] via reaction of various isatins, malonitrile and 1,3-dicarbonyl compound in water. The corresponding products were obtained in high yields. The catalysts were easily recycled and reused without loss of their catalytic activity.
متن کاملمنابع 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 Issue 4, pp. 364-493
صفحات 407- 416
تاریخ انتشار 2017-10-01
با دنبال کردن یک ژورنال هنگامی که شماره جدید این ژورنال منتشر می شود به شما از طریق ایمیل اطلاع داده می شود.
کلمات کلیدی
میزبانی شده توسط پلتفرم ابری doprax.com
copyright © 2015-2023