Pd-Catalyzed Formal [3 + 3] Heteroannulation of Allylic gem-Diacetates: Synthesis of Chromene-Based Natural Products and Exploration of Photochromic Properties

ACS Catalysis, Год журнала: 2021, Номер 12(2), С. 963 - 970

Опубликована: Дек. 31, 2021

Palladium-catalyzed allylic alkylation reactions of gem-diacetates are rarely explored. This work unveils an unusual chemical reactivity pattern and establishes them as new prototypes to synthesize complex benzo[f]chromene systems. Under the reaction conditions, diacetates behave 1,3-dicationic equivalents undergo a [3 + 3] heteroannulation with 2-naphthols (and meta-substituted phenols) produce novel polycyclic chromenes possessing spiro-, tri-, tetrasubstituted carbon centers. The versatility method is demonstrated in synthesis several chromene-based bioactive natural products. Further, interesting photochromic properties classes benzo[f]chromenes also discovered.

Язык: Английский

---

Manganese-Catalyzed Z-Selective Allylation of Indoles with Allenyl Derivatives

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(14), С. 10087 - 10092

Опубликована: Июль 10, 2024

Herein, we report a manganese-catalyzed

Язык: Английский

---

Palladium-catalyzed allylic alkylation of hydrazones with hydroxy-tethered allyl carbonates: synthesis of functionalized hydrazones

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(21), С. 5851 - 5857

Опубликована: Янв. 1, 2022

Pd-catalyzed allylic alkylation of hydroxy-tethered allyl carbonates and hydrazones worked well without an external base to afford various E configurations functionalized hydrazones, which were successfully transformed into pyridazines.

Язык: Английский

---

Pd‐Catalyzed Allylic Substitution using Nucleophilic Amines: Access to Functionalized Mono‐ and Bis‐N‐Allyl Synthons

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(22), С. 4709 - 4714

Опубликована: Авг. 10, 2024

Abstract We here report a catalytic strategy to enable the decarboxylative allylic amination of vinyl cyclic carbonates using various aliphatic and nucleophilic amines. The use protic medium chelating diphosphine ligands are main drivers towards chemoselective amine formation, thereby minimizing undesired ligand‐driven complex speciation aminolysis involved substrate. This improved approach amplifies repertoire synthons that can be prepared from variety substrate combinations.

Язык: Английский

---

Pd-Catalyzed Sequential Intramolecular Annulation/ Intermolecular [3+2] Cycloaddition of 5-Allenyloxazolidine-2,4-diones with Dipoles: Synthesis of Spiroheterocycles

Chemical Communications, Год журнала: 2024, Номер 60(76), С. 10516 - 10519

Опубликована: Янв. 1, 2024

Pd-catalyzed sequential intramolecular annulation/intermolecular [3+2] cycloaddition of 5-allenyloxazolidine-2,4-diones with dipoles was achieved. Under palladium catalysis, various reacted 1,3-dipoles such as nitrile

Язык: Английский

---

Facile Synthesis of 1,4,2‐Dioxazines Using Aromatic Chlorooximes and 2‐Chloroethanol/2‐Chlorophenols

Asian Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 16, 2024

Abstract A facile and mild strategy for the synthesis of 5,6‐dihydro‐1,4,2‐dioxazines by reaction aromatic chlorooximes with 2‐chloroethanol in presence NaH at room temperature a short period time is developed. This further extended substituted 1,4,2‐dioxazines using 2‐chlorophenols. Similarly, 5,6‐dihydro‐1,4,2‐dioxazepine was also synthesized chlorooxime 3‐bromopropanol. The developed protocol simple, efficient produces environmentally benign byproducts.

Язык: Английский

---

Functional CO2 based heterocycles as precursors in organic synthesis

Advances in catalysis, Год журнала: 2022, Номер unknown, С. 1 - 28

Опубликована: Янв. 1, 2022

Язык: Английский

---