Triple-channel microreactor for biphasic gas–liquid reactions: Photosensitized oxygenations

A triple-channel microreactor fabricated by means of a soft-lithography technique was devised for efficient biphasic gas–liquid reactions. The excellent performance of the microreactor was demonstrated by carrying out photosensitized oxygenations of α-terpinene, citronellol, and allyl alcohols

Efficient and environmentally friendly synthesis of 1,2,3-triazole derivatives via [3 + 2] cycloaddition and their potential as lung cancer inhibitors: An in silico study

A catalyst-free one-pot synthetic approach for the synthesis of substituted 1,2,3-triazole has been described. The reaction proceeds via the simple click chemistry as well as the formation of two new C-N bonds. A wide variety of substituted 1,2,3-triazoles were obtained in good yield by using both maleimides and 1,4-naphthoquinone as coupling partners. Moreover, one of our synthesised compounds has been confirmed by single-crystal XRD analysis. Molecular docking studies with EGFR-TK receptor revealed the lowest binding energy displayed by 5ba with a binding energy of −8.8 kcal/mol. Given all the simulation data, 18 out of 20 compounds possess promising anticancer activity against the 6TFU receptor. This inhibition property is improved efficiency than the commercially available drug Gefitinib and thus can be an excellent lead compound for cancer drug discovery

Redox-Neutral Three-Component Coupling of Phenacyl Azides, Aldehydes, and 1,3-Dicarbonyls to Access β‑Enaminodiones

Heating an equimolar mixture of phenacyl azides, aldehydes, and cyclic 1,3-dicarbonyls to 100 °C without any solvent, catalyst, or additive led to efficient three-component redox-neutral coupling to yield β-enaminodiones in high yields (75–86%). The scope of the synthetic method that gives dinitrogen and water as the only byproducts was successfully demonstrated by synthesizing 34 structurally diverse β-enaminodiones by taking differentially substituted phenacyl azides, aldehydes and 4-hydroxycoumarins, and 4-hydroxy-1-methylquinolin-2(1H)-one and dimedone

Synthesis of α-amino amidines through molecular iodine-catalyzed three-component coupling of isocyanides, aldehydes and amines

A facile and efficient synthetic protocol for the synthesis of α-amino amidines has been developed using a molecular iodine-catalyzed three-component coupling reaction of isocyanides, amines, and aldehydes. The presented strategy offers the advantages of mild reaction conditions, low environmental impact, clean and simple methodology, high atom economy, wide substrate scope and high yields

Access to 1<i>a</i>,6<i>b</i>‑Dihydro‑1<i>H</i>‑benzofuro­[2,3‑<i>b</i>]­azirines and Benzofuran-2-amines via Visible Light Triggered Decomposition of α‑Azidochalcones

A novel, efficient, organic process that involves a photocatalyst-free visible light triggered decomposition of α-azidochalcones, followed by intramolecular cyclization, 1,2-acyl migration, and isomerization to construct benzofuran based molecular architectures, is described. The scope and limitation of the synthetic strategy were studied by synthesizing over 30 structurally diverse benzofurans in high yields

Visible Light Driven Photocascade Catalysis: Ru(bpy)₃(PF₆)₂/TBHP-Mediated Synthesis of Fused β‑Carbolines in Batch and Flow Microreactors

1,2,3,4-Tetrahydro-β-carbolines were coupled with α-keto vinyl azides through an unprecedented visible light-Ru­(bpy)₃(PF₆)₂/TBHP mediated photocascade strategy that involves photosensitization, photoredox catalysis and [3 + 2] cycloaddition reaction. The scope and scale-up feasibility of the photocascade strategy was demonstrated by synthesizing 18 different fused β-carbolines in moderate to good yields using batch and continuous flow microreactor. This operationally simple synthetic protocol allows the formation of one C–C and two C–N new bonds in the overall transformation

Visible-Light Driven Photocascade Catalysis: Union of <i>N</i>,<i>N</i>‑Dimethylanilines and α‑Azidochalcones in Flow Microreactors

<i>N</i>,<i>N</i>-Dimethylanilines were coupled with α-azidochalcones using visible-light driven Ru­(bpy)₃(PF₆)₂ catalyzed photocascade continuous flow microfluidic approach that involves the creation of one C–C and two C–N new bonds. The reaction involves dual photocatalysis ensuing two sp³ C–H bond functionalization of <i>N</i>,<i>N</i>-dimethylanilines. To explore the scope of the reaction, 20 different 1,3-diazabicyclo[3.1.0]­hexanes were synthesized in good yields (55–71%)

Access to Imidazo[1,2‑<i>a</i>]pyridines via Annulation of α‑Keto Vinyl Azides and 2‑Aminopyridines

A novel strategy for the synthesis of imidazo­[1,2-<i>a</i>]­pyridines via efficient catalyst/metal-free annulations of α-keto vinyl azides and 2-aminopyridines is described. Several imidazo­[1,2-<i>a</i>]­pyridines were synthesized from readily available vinyl azides and 2-aminopyridines and obtained in highly pure form by simply evaporating the reaction solvent. This remarkably high yielding and atom economical protocol allows the formation of three new C–N bonds through cascade reactions and rearrangements

Rapid Access to Novel 1,2,3-Triazolo-Heterocyclic Scaffolds via Tandem Knoevenagel Condensation/Azide–Alkyne 1,3-Dipolar Cycloaddition Reaction in One Pot

An operationally simple, one-pot, two-step cascade method has been developed to afford biologically important fused 1,2,3-triazolo-heterocyclic scaffolds from 2-alkynyl aryl­(heteroaryl) aldehydes and phenacyl azides. This unique atom economical transformation engages four reactive centers (aldehyde, alkyne, active methylene, and azide) under metal-free catalysis

One-Pot, Three-Component Approach to the Synthesis of 3,4,5-Trisubstituted Pyrazoles

An operationally simple and high yielding protocol for the synthesis of polyfunctional pyrazoles has been developed through one-pot, three-component coupling of aldehydes, 1,3-dicarbonyls, and diazo compounds as well as tosyl hydrazones. The reaction proceeds through a tandem Knoevenagel condensation, 1,3-dipolar cycloaddition, and transition metal-free oxidative aromatization reaction sequence utilizing molecular oxygen as a green oxidant. The scope of the reaction was studied by varying the aldehyde, 1,3-dicarbonyl, and diazo component individually