Utilizing the Pentadehydro-Diels–Alder Reaction for Polycyclic Aromatic Compound Synthesis: Diels–Alder-Based Linker Transformation

Molecules, Год журнала: 2025, Номер 30(7), С. 1617 - 1617

Опубликована: Апрель 4, 2025

This study introduces a traceless linker strategy for pentadehydro-Diels–Alder (PDDA) cyclization, in which the sulfide/sulfone is strategically repurposed as diene surrogate. As excellent electron-donating dienes, these linkers react with electron-deficient alkenes and alkynes, resulting series of highly selective cyclization products. cascade reaction efficiently integrates PDDA transformation, formally eliminating need permanent structural constraints. By exploiting intrinsic reactivity linker, this offers robust versatile approach to constructing complex polycyclic aromatic architectures, providing powerful tool organic synthesis.

Язык: Английский

Danishefsky’s Diene vs Rawal’s Diene in [4+2] Hetero-Diels-Alder Reactions with Aldehydes

Journal of organic and pharmaceutical chemistry, Год журнала: 2025, Номер 23(1), С. 22 - 29

Опубликована: Май 13, 2025

The Diels-Alder reaction remains one of the most versatile and widely employed cycloaddition strategies in synthetic organic chemistry. development functionalized dienes, particularly Danishefsky’s diene (DD) Rawal’s (RD), has significantly expanded potential this reaction. A comparative analysis these two dienes been performed study; particular their reactivity with aldehyde dienophiles, leading to pyran derivatives – key intermediates pharmaceutical synthesis, analyzed. reactivity, scope, conditions for both have assessed. Although DD is well studied used protocols, RD exhibits higher especially under mild thermal conditions, eliminating need Lewis acid catalysis. Experimental results eight substrates revealed differences efficiency scalability. data obtained emphasize complementary nature applications, providing valuable recommendations optimizing selection complex transformations.

Язык: Английский