Reaction Of Cyclic Anhydrides Research Articles

Easy access to amphiphilic nitrogenous block copolymers via switchable catalysis.

A key challenge in polymer synthesis is to develop new methods that enable block copolymers to be prepared from mixed monomer feedstock. The emerging switchable polymerization catalysis can generate block copolymers with well-defined structures and tunable properties from monomer mixtures. However, constrained by the reactivity of monomers and the incompatibility of different polymerization mechanisms, this method is usually confined to oxygenated monomers. In this work, the switchable polymerization was successfully applied to nitrogenous monomers for the first time, achieving the efficient copolymerization of N-substituted N-carboxyanhydrides (NNCAs) with epoxides and cyclic anhydrides. This leads to easy access towards amphiphilic nitrogenous copolymers, such as polyester-b-polypeptoids. Density functional theory calculations demonstrated that the reaction of cyclic anhydrides with the alkoxide terminal is thermodynamically more favorable than that of NNCAs. Characterization, using nuclear magnetic resonance spectroscopy, size exclusion chromatography and in situ infrared spectroscopy, has confirmed the well-defined block structure of the obtained copolymers. This switchable polymerization strategy is applicable to a range of monomer mixtures with different oxygenated monomers and NNCAs, providing a highly efficient synthetic route towards nitrogenous block copolymers. Most importantly, the easily accessed amphiphilic polyester-b-polypeptoids demonstrated excellent anti-protein adsorption capabilities and barely any cytotoxicity, showing great potential in the field of biomedicine.

ChemInform Abstract: An Expedient and Convenient Approach for One‐Pot Synthesis of 1H‐Isoindole‐1,3(2H)‐diones.

AbstractThe approach is based on the reaction of cyclic anhydrides with guanidinium hydrochloride as the nitrogen source.

Toward Lead-Oriented Synthesis: One-Pot Version of Castagnoli Condensation with Nonactivated Alicyclic Anhydrides

One-pot variation of Castagnoli condensation, that is, reaction of cyclic anhydrides, amines, and aldehydes, has been developed as a combinatorial approach to 1,2-disubstituted 5-oxopyrrolidine- and 6-oxopiperidine-3-carboxylic acids, as well as their benzo-analogues. Utility of the method to multigram preparation of building blocks and synthetic intermediates was also demonstrated. The final products are obtained in high yields and diastereoselectivity. The method fits well in the concept of lead-oriented synthesis; in particular, it can be used for the design of lead-like compound libraries, even if the strictest cut-offs are applied to the physicochemical properties of their members.

An Expedient Method to the Synthesis of N-Substituted 1H-Isoindole-1,3(2H)-diones

The synthesis of N-substituted 1H-isoindole-l,3-(2/7)-diones is described from the reaction of cyclic anhydrides with Schiff bases as suitable replacing substrates instead of the corresponding amines.

Oxazaborolidinone‐Catalyzed Alkylative Ring‐Opening Reaction of Cyclic Anhydrides with Methallylstannane.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Oxazaborolidinone-Catalyzed Alkylative Ring-Opening Reaction of Cyclic Anhydrides with Methallylstannane

In the presence of oxazaborolidinones (0.3 equiv), cyclic anhydrides undergo ring-opening reactions with tributylmethallylstannane to give 3-methylbut-3-enoyl-carboxylic acids, which are converted to the corresponding acetyl-carboxylic acids upon treatment with aqueous base.

ChemInform Abstract: Reactions of Cyclic Anhydrides with Aromatic Primary Amines. Part 3. Synthesis of Novel 3‐(N‐Arylcarbamoyl)‐ and 3‐(N‐Naphthylcarbamoyl)carboxylic Acids.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform Abstract: Reaction of Cyclic Anhydrides with Aromatic Amines. Part 1. Synthesis of Anilinic Acids from Phthalic Anhydride.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform Abstract: Reactions of Cyclic Anhydrides with Aromatic Primary Amines. Part 2. Synthesis of Novel Anilinic Acids from a Diels—Alder Adduct.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform Abstract: Reactions of Cyclic Anhydrides. Part 25. A New Approach to Alkyl 2‐ Oxoquinoline‐3‐acetates by Triphenylphosphine‐Induced Cyclization of Alkyl o‐Formylmaleanilates.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Functional polysiloxanes

Carboxyester- and carboxyamido-terminated polydimethylsiloxanes are obtained through the reaction of cyclic anhydrides (succinic, oleic and phthalic anhydride) with hydroxypropyl- and aminoalkyl-terminated polymethylsiloxanes, respectively. The reactivity of the starting compounds and the influence of the reaction conditions on the characteristics of the final products are discussed

Design and Synthetic Applications of New Heterometallacycles

AbstractThe reaction of cyclic anhydrides with Ni(0) complexes lead to the formation of nickelacycles by oxidative addition followed by decarbonylation. The preparation of chiral nickelacycles from anhydrides derived from amino acids and their reactivity is described. The formation of new heteropalladacycles by C‐H activation or transmetallation reactions and their reactivity will be also discussed.

Reactions of cyclic anhydrides. Part XXII. Direct synthesis of N-aryl-α-(2,3,4,5-tetrahydro-2-imino-4-oxo-1,3-thiazoIe-5-yl) acetamides

Maleimides (2a−j) react with thiourea in refluxing ethanol to yield the corresponding N-aryl α-(2,3,4,5-tetrahydro-4-oxo-l,3-thiazole-5-yl) acetamides (6a−j) in 72–85%. The spectral and analytical data are consistent with the assigned structures for6a−j. Under similar conditions, isomalemides (3a−b and3d−f) furnish the corresponding6a−b and6d−f in 76–86%. While maleanilic acid (4a) itself failed to react with thiourea,4b−ē,4i and4j yielded a mixture of the corresponding6b−ē,6i and6j in 2–50% and fumaranilic acids (7b−ē,7i and7j) in 50–80%. Methyl maleanilates (5b,5d−f and5i) gave6b,6d−f and6i in 78–85%. The reaction course of Raney nickel desulphurisation of6a−b,6d,6f and mass spectral fragmentation of6b support the assigned structures.

ChemInform Abstract: Reactions of Cyclic Anhydrides. Part 10. Reactions of o‐Aminothiophenol with α,β‐Unsaturated Dicarbonyl Systems.

AbstractThe reaction of o‐aminothiophenol (I) with the various maleanilic or fumaranilic acids or esters (II) affords the benzothiazines (III) in good to excellent yields irrespective of the configuration of the compounds (II) and irrespective of whether an acid or an ester is brought to reaction.

The reaction of cyclic anhydrides with sodium azide in polar aprotic media

The reaction of cyclic anhydrides with sodium azide in polar aprotic media