Copper-Catalyzed Formal [4 + 1] Annulation of Diynes with Isoxazoles: Synthesis of Pyrrolo[3,4-b]indoles DOI

Tian-Qi Hu,

Ya-Nan Meng,

Yijie Zheng

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 14, 2025

Catalytic annulation of isoxazoles with alkynes is an efficient methodology for the assembly N-heterocyclic architectures, and most reactions require noble-metal catalysts. Herein, we disclose a copper-catalyzed formal [4 + 1] 1,6-diynes atom-economical construction biologically important pyrrolo[3,4-b]indoles in high yields via vinyl cation intermediates, which significantly different from previous annulations involving α-imino metal carbene intermediates. Interestingly, preliminary results have been obtained related catalytic atroposelective transformation. Computational mechanistic studies are employed to elucidate reaction mechanism.

Язык: Английский

Copper-Catalyzed Formal [4 + 1] Annulation of Diynes with Isoxazoles: Synthesis of Pyrrolo[3,4-b]indoles DOI

Tian-Qi Hu,

Ya-Nan Meng,

Yijie Zheng

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 14, 2025

Catalytic annulation of isoxazoles with alkynes is an efficient methodology for the assembly N-heterocyclic architectures, and most reactions require noble-metal catalysts. Herein, we disclose a copper-catalyzed formal [4 + 1] 1,6-diynes atom-economical construction biologically important pyrrolo[3,4-b]indoles in high yields via vinyl cation intermediates, which significantly different from previous annulations involving α-imino metal carbene intermediates. Interestingly, preliminary results have been obtained related catalytic atroposelective transformation. Computational mechanistic studies are employed to elucidate reaction mechanism.

Язык: Английский

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