Synthesis of Azonia Aromatic Heterocycles Bearing 6–6–6–5–6 Pentacyclic Core via Intramolecular [4 + 2]-Cycloaddition and Oxidative Aromatization Reaction Sequence in One Pot

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 89(1), P. 68 - 79

Published: Dec. 19, 2023

Cationic aza-heterocycle-fused compounds have gained wide applications in materials science, biological applications, and synthetic organic chemistry. In this report, synthesis of benzothiazolochromenopyridinium tetrafluoroborates, a novel molecular scaffold, bearing 6–6–6–5–6 pentacyclic core is described that proceeds via (i) piperidine-catalyzed Knoevenagel condensation between 2-propargyloxyarylaldehydes internal alkynes 2-benzothiazoleacetonitrile, (ii) intramolecular formal [4 + 2]-cycloaddition, (iii) crucial oxygen-mediated oxidative aromatization reaction sequence one pot. These quaternary pyridinium salts are obtained at ambient temperature good to high yields.

Language: Английский

Synthesis of substituted 2H-Chromenes via Pd-catalyzed C–H activation and thermal cyclization

Carbohydrate Research, Journal Year: 2023, Volume and Issue: 536, P. 109018 - 109018

Published: Dec. 23, 2023

Language: Английский