J. Appl. Cryst.の発刊に際して

https://cyberleninka.org/article/n/1475046.pdf

Recent developments in the isolation, biological function, biosynthesis, and synthesis of phenazine natural products

In this review, we update our previous presentation, underscoring the recent applications of isocyanides as privileged synthons in the synthesis of various heterocyclic compounds, especially focused on those synthesized via multicomponent reactions.

Isocyanide-based multicomponent reactions in the synthesis of heterocycles

Dodecyl benzenesulfonic acid functionalized silica-coated magnetic nanoparticles (γ-Fe2O3@SiO2-DDBSA) were readily prepared and identified as an efficient catalyst for the synthesis of a library of spirooxindole-pyrimidine derivatives by three-component condensation reaction of barbituric acids, isatins and cyclohexane-1,3-diones. The aqueous reaction medium, easy recovery of the catalyst using an external magnet, and high yields make the protocol sustainable and economic.

One-pot, three-component synthesis of a library of spirooxindole-pyrimidines catalyzed by magnetic nanoparticle supported dodecyl benzenesulfonic acid in aqueous media.

Benzodiazepines (BZDs), a diverse class of benzofused seven-membered N-heterocycles, display essential pharmacological properties and play vital roles in some biochemical processes. They have mainly been prescribed as potential therapeutic agents, which interestingly represent various biological activities such as anticancer, anxiolytic, antipsychotic, anticonvulsant, antituberculosis, muscle relaxant, and antimicrobial activities. The extensive biological activities of BZDs in various fields have encouraged medicinal chemists to discover and design novel BZD-based scaffolds as potential therapeutic candidates with the favorite biological activity through an efficient protocol. Although certainly valuable and important, conventional synthetic routes to these bicyclic benzene compounds contain methodologies often requiring multistep procedures, which suffer from waste materials generation and lack of sustainability. By contrast, multicomponent reactions (MCRs) have recently advanced as a green synthetic strategy for synthesizing BZDs with the desired scope. In this regard, MCRs, especially Ugi and Ugi-type reactions, efficiently and conveniently supply various complex synthons, which can easily be converted to the BZDs via suitable post-transformations. Also, MCRs, especially Mannich-type reactions, provide speedy and economic approaches for the one-pot and one-step synthesis of BZDs. As a result, various functionalized-BZDs have been achieved by developing mild, efficient, and high-yielding MCR protocols. This review covers all aspects of the synthesis of BZDs with a particular focus on the MCRs as well as the mechanism chemistry of synthetic protocols. The present manuscript opens a new avenue for organic, medicinal, and industrial chemists to design safe, environmentally benign, and economical methods for the synthesis of new and known BZDs.

Multicomponent reactions as a potent tool for the synthesis of benzodiazepines

Synthesis of New Tetrahydro‐1,5‐benzodiazepin‐3‐yl‐2‐phenylacetamides via Isocyanide‐Based Multicomponent Reactions

2-Pyrimidinylidene-1,3-dithioles or 2-pyrazolylidene-1,3-dithioles are prepared by a three-component condensation reaction of pyrimidine-tetraone or 1H-pyrazole-4,5-dione, carbon disulfide, and dialkyl acetylendicarboxylates in the presence of tributylphosphine. GRAPHICAL ABSTRACT

Simple and Efficient Synthesis of 1,3-Dithioles with Pyrimidinylidene or Pyrazolylidene Substituents

In the title compound, C22H17NO5S2, the dithiole and oxindole rings are almost coplanar [dihedral angle = 2.71 (8)°] and the phenyl ring makes a dihedral angle of 73.65 (5)° with the oxindole ring. Inter­molecular π–π contacts between adjacent oxindole and dithiole rings [centroid–centroid distance = 3.7273 (11) A] stabilize the crystal packing.

https://journals.iucr.org/e/issues/2011/02/00/bt5465/bt5465.pdf

Dimethyl 2-(1-benzyl-2-oxoindolin-3-yl-idene)-1,3-dithiole-4,5-dicarboxyl-ate.

Benzo[a]pyrano[2,3-c]phenazines were synthesized in good yields by a three-component reaction of benzo[a]phenazin-5-oles, isocyanides and dialkyl acetylendicarboxylates In refluxing ethanol.

/pdf/synthesis-of-benzopyranophenazines-via-isocyanide-based-tg7d4ele1e.pdf

Synthesis of Benzopyranophenazines via Isocyanide-Based Three-Component Reactions

The reaction of isatin, barbituric acid, and cyclohexane-1,3-dione derivatives in the presence of K-10 as catalyst for 30 min was found to be a suitable and efficient method for the synthesis of spiro[chromeno[2,3-d]pyrimidine-5,3'indoline]-tetraones. This combination was done under ionic liquid media.

Ayoob Bazgir

Papers

Synthesis of New Tetrahydro‐1,5‐benzodiazepin‐3‐yl‐2‐phenylacetamides via Isocyanide‐Based Multicomponent Reactions

Simple and Efficient Synthesis of 1,3-Dithioles with Pyrimidinylidene or Pyrazolylidene Substituents

Dimethyl 2-(1-benzyl-2-oxoindolin-3-yl-idene)-1,3-dithiole-4,5-dicarboxyl-ate.

Synthesis of Benzopyranophenazines via Isocyanide-Based Three-Component Reactions

Simple and Efficient Route to Synthesis of Functionalized Spiro(chromeno(2,3-d)pyrimidine-5,3'-indoline)- tetraones by K-10 as a Reusable Catalyst