Modular Synthesis of [6,6]‐Oxaspirolactones Enabled by Palladium‐Catalyzed Carbonylative Spirolactonization

ChemCatChem, Год журнала: 2024, Номер unknown

Опубликована: Май 11, 2024

Abstract An expedient and efficient carbonylative protocol proceeded via palladium‐catalyzed tandem cyclic ketonization spirolactonization has been developed. This carbonylation reaction is compatible with a wide range of hydroxyalkyl ketone tethered benzyl chlorides bearing different functional groups can be under comericially available Pd 2 (dba) 3 /BINAP catalyst system, providing straithfowrd practical approach to broad [6,6]‐oxaspirolactones. The synthesized [6,6]‐oxaspirolactones are commonly found as core structures in natural products potentially serve C ‐symmetric ligand synthons.

Язык: Английский

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An Acid Catalyzed Alkynyl‐Prins Cyclization–Rearrangement Cascade of 2‐(Alkynol)benzoates: An Approach to 3‐Alkyl‐[n,5]‐oxaspirophthalides

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Авг. 14, 2024

Abstract The oxaspiro‐phthalides ([n,5]‐oxaspirobenzalactones) bearing a phthalide spirofused to cyclic‐ether of various sizes are frameworks found in bioactive natural products. discovery and development an alkynyl‐Prins cyclization based, strategy for the construction structurally interesting, medicinally useful [5,5]‐[6,5]‐, [7,5]‐oxaspirophthalides is reported this manuscript. Our represents report on using cyclization. This approach exhibits broad substrate scope with respect carbonyl compounds 2‐(alkynol)benzoates, yields ranging between 43–98%. Isolation intermediate, further conversion it end‐product supported proposed mechanistic pathway.

Язык: Английский

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Six-membered ring systems: With O and/or S atoms

Progress in heterocyclic chemistry, Год журнала: 2024, Номер unknown, С. 421 - 484

Опубликована: Янв. 1, 2024

Язык: Английский

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