Synthesis of Polyfunctionalized Hexahydropyrimidines

Russian Journal of Organic Chemistry - The reactions of alkyl 5-acetylhexahydropyrimidine-5-carboxylates with ammonia, hydrazine hydrate, and lithium aluminum hydride were used to synthesize...     

Synthesis of Some New Polyfunctionalized Pyridines

5‐Methyl‐2,4‐dihydro‐3H‐pyrazol‐3‐one and/or 5‐methyl‐2‐phenyl‐2,4‐dihydro‐3H‐pyrazol‐3‐one was reacted with arylidenemalononitrile in the presence of sodium alkoxide to give 2‐amino‐6‐alkoxy‐4‐arylpyridine‐3,5‐dicarbonitrile 4a–e instead of the reported pyrazolo[3,4‐b]pyridine‐5‐carbonitriles. The same products 4a–e were prepared via reaction of arylidenemalononitrile with sodium alkoxide in an appropriative alcohol. However, the new synthetic route for preparation of their positional isomer 4‐amino‐6‐alkoxy‐2‐arylpyridine‐3,5‐dicarbonitrile 7a–j has been achieved via reaction of 2‐aminoprop‐1‐ene‐1,1,3‐tricarbonitrile with different aromatic aldehydes under the same conditions.     

Synthesis of p-Aminophenyl Heteroaromatic Pyrroles

Three general methods for synthesis of heteroaromatic pyrroles were reported recently from our laboratory.¹ Application of these methods to the preparation of p-aminophenyl heteroaromtic pyrroles 3 will be discussed. Potential use of p-aminophenyl substituted heteroaromatic pyrroles 3 as electroluminescent materials is under current investigation.     

Rapid Synthesis of Polyfunctionalized Pyrano[2,3-c]pyrazoles via Multicomponent Condensation in Room-Temperature Ionic Liquids

A highly efficient synthesis of 4H-pyrano[2,3-c]pyrazoles has been completed using four-component cyclocondensation of hydrazine monohydrate/phenyl hydrazine, ethyl acetoacetate, aldehydes, and malononitrile in the presence of L-proline and room-temperature ionic liquids.     

Synthesis and Characterization of Novel Ferrocenyl-Substituted Pyrroles

The syntheses of new ferrocene substituted pyrroles has been carried out by the reaction of TosMIC with an α, β-unsaturated ferrocene derivative.     

Simple Synthesis of Pyrroles Under Solvent-Free Conditions

Paal–Knorr condensation of 2,5-hexadione with primary amines in the presence of a catalytic amount of praseodymium(III) trifluoromethanesulfonate under solvent-free conditions has been accomplished with an excellent yield. This method is a very easy, rapid, and high-yielding reaction for the synthesis of N-substituted pyrrole derivatives.     

异喹啉稠环吡咯化合物的合成研究进展

概述了异喹啉稠环吡咯化合物的合成方法,主要包括Tschitschibabin反应,Munchnone衍生物的1,3－偶极环加成反应,1,5－电环化反应和硝酮化合物的1,3－偶极环加成反应,参考文献20篇。     

Synthesis of Substituted Pyrroles via Copper‐Catalyzed Cyclization of Ethyl Allenoates with Activated Isocyanides

A new method for the synthesis of di‐ and trisubstituted pyrroles via copper‐catalyzed cyclization of ethyl allenoates with activated isocyanides has been developed. In contrast to related annulation reactions previously reported, this new process features a skeletal rearrangement in which the aryl sulfonyl moiety, which functions as the electron‐withdrawing group in the α‐carbon of the isocyanide, was found to migrate to the γ‐carbon of the starting allenoate in the final product for the first time.     

Literally Green Chemical Synthesis of Artemisinin from Plant Extracts

Active pharmaceutical ingredients are either extracted from biological sources—where they are synthesized in complex, dynamic environments—or prepared in stepwise chemical syntheses by reacting pure reagents and catalysts under controlled conditions. A combination of these two approaches, where plant extracts containing reagents and catalysts are utilized in intensified chemical syntheses, creates expedient and sustainable processes. We illustrate this principle by reacting crude plant extract, oxygen, acid, and light to produce artemisinin, a key active pharmaceutical ingredient of the most powerful antimalarial drugs. The traditionally discarded extract of Artemisia annua plants contains dihydroartemisinic acid—the final biosynthetic precursor—as well as chlorophyll, which acts as a photosensitizer. Efficient irradiation with visible light in a continuous‐flow setup produces artemisinin in high yield, and the artificial biosynthetic process outperforms syntheses with pure reagents.     

Microwave-Assisted Method for Synthesis of 1,3-Disubstituted Pyrroles

1,3-Disubstituted pyrroles were prepared by a microwave-assisted reaction of pyrrolidine and aldehydes in toluene as well as in solvent-free conditions. Reactions were completed in a few minutes in the solvent-free condition but a long time (up to 30 min) was necessary to complete reactions in toluene. Yields of products depended considerably on the aldehyde used.     

Green and Rapid Strategy for Synthesis of Novel and Known Pyrroles by the Use of Molybdate Sulfuric Acid

Molybdate sulfuric acid as a highly efficient catalyst has been employed for the modified Paal–Knorr synthesis of some novel and known pyrroles under solvent‐free conditions. Catalyst loads as low as 1 mol% could be used leading to high yields of pure pyrrole derivatives at an oil bath temperature of 60 °C. This method has advantages such as the use of very low amounts of a recyclable catalyst, avoidance of organic solvents, and high product yields.     

Synthesis of Benzofuran Derivatives via Different Methods

This review presents a systematic and comprehensive survey of the methods of preparation of benzofurans. These compounds are important intermediates for the synthesis of a variety of synthetically useful and novel heterocyclic systems.     

利用三种方法合成偏诺皂甙类化合物

利用三种重要的糖苷化方法, 合成了6个偏诺皂甙类化合物(7~12). 在三种合成方法中, 分别选择了单糖及二糖的卤苷供体、三氯亚胺酯供体及硫苷供体(1~6)以考察它们与受体偏诺皂甙元的反应结果. 利用偏诺皂甙元在3位和17位羟基上的位阻差异, 使偏诺皂甙元17位羟基在不被保护的情况下与每种糖供体只在其3位羟基发生选择性反应.     

Stereoselective Synthesis of Polyfunctionalized Nitrothianes: Enhancement of Stereoselectivity by Microwaves

The Michael addition of nitromethane to (Z,Z)-2,2′-thiobis(1,3-diarylprop-2-en-1-ones) in the presence of NaOEt in dimethylformamide (DMF)/alcohol under thermal conditions affords a diastereomeric mixture of 2a,6e-diaroyl-3a,5e-diaryl-4e-nitrothianes and 2e,6e-diaroyl-3e,5e-diaryl-4e-nitrothianes with a dr of ～3:1/4:1 respectively. This reaction under microwave irradiation in DMF/alcohol afforded solely 2a,6e-diaroyl-3a,5e-diaryl-4e-nitrothianes, disclosing enhancement of stereoselectivity by microwaves.

Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.     

A Two Step Synthesis of 1,2,3-Substituted Pyrroles

A method for preparing substituted pyrroles 3a-g in two steps from dihydrofurans 2a-b which were synthesized from α,α-diazocarbonyl derivatives 1a-b was developed. The relevance of this research work lies in the easiness of preparing the substituted dihydrofurans and transforming them into pyrroles under mild conditions.     

发光体YAG的软化学方法合成

发光体ＹＡＧ的软化学方法合成石士考刘行仁（河北师范大学化学系石家庄０５００９１）（中国科学院长春物理研究所１３００２１）ＹＡＧ（Ｙ３Ａｌ５Ｏ１２）不仅具有优良的光学和机械性质，还是极好的阴极射线发光（ＣＬ）、电致发光（ＥＬ）和光致发光（ＰＬ）材料［１...     

Efficient Route for the Synthesis of Highly Substituted Pyrroles

A mild and efficient synthesis of highly substituted pyrroles using the reaction of triphenylphosphine, α-diketone, ammonium acetate, and dialkyl acetylenedicarboxylates is described.     

Tandem Synthesis of Tetrasubstituted NH Pyrroles from Simple Nitriles

An efficient tandem route to obtain tetrasubstituted NH pyrroles in a one-pot manner has been developed, staring from simple nitriles, ethyl bromoacetates, and zinc. This reaction involves oxidative dimerization of the zinc bromide complex of β-enaminoesters using cerium ammonium nitrate (CAN) as an oxidant, affording 2,3,4,5-tetrasubstituted pyrroles in yields up to 91%.