Access to Piperazine-Fused Pyrrolocarbazoles Enabled by Acid-Catalyzed Stereoselective Hydroarylation of Ynamide–Indoles and Subsequent Diels–Alder Reactions/Aromatizations DOI

Ze Zhou,

Xiang Huang,

Qingyi Wei

и другие.

Organic Letters, Год журнала: 2024, Номер 26(35), С. 7273 - 7278

Опубликована: Авг. 12, 2024

Pyrrolocarbazole skeletons are well known to possess a variety of biological activities that might be therapeutically useful in the treatment cancers. Herein, an acid-catalyzed stereoselective hydroarylation/Diels–Alder cycloaddition/aromatization ynamide–indoles is described. We newly designed and synthesized piperazine-fused pyrrolocarbazole derivatives could further applied synthesis potent Wee1 inhibitors.

Язык: Английский

Lewis Acid-Catalyzed Intramolecular Cyclization of 7-Alkynylcycloheptatrienes with Carbonyls: Access to 3,4-Disubstituted 2,5-Dihydropyrroles DOI
Xiang Huang, Jin‐Ming Yang

Chemical Communications, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A novel cascade Lewis acid-catalyzed intramolecular cyclization of 7-alkynylcycloheptatriene with carbonyls is reported herein.

Язык: Английский

Процитировано

0

One-Pot Total Synthesis of Natural Products Nitramarine, Nitraridine, and Analogues via a Cascade Oxidation/Pictet–Spengler Condensation/Annulation Process DOI

Song Yingchun,

Wenhui Cao,

Ming‐Xuan Wang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(17), С. 12832 - 12841

Опубликована: Авг. 9, 2024

A cascade oxidation/Pictet–Spengler condensation/annulation process has been developed for the one-pot total synthesis of nitramarine, nitraridine, and their analogues. The procedure proceeded with easily available quinolines tryptophan derivatives. simple metal-free approach, wide substrate scope, functional group tolerance make it applicable diverse bioactive Furthermore, bioactivity evaluation identified two promising leading compounds 5d 5e potent antitumor proliferative activity against breast cancer cells.

Язык: Английский

Процитировано

3

Diastereoselective Synthesis of High Functionalized 4‐Imidazolidinone‐Tetrahydro‐beta‐Carboline Hybrids via divergent post‐Ugi Transformation DOI Creative Commons
Valerio Morlacci, Antonio Arcadi, Massimiliano Aschi

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(10), С. 2376 - 2381

Опубликована: Март 28, 2024

Abstract An easily scalable and highly diastereoselective synthesis of challenging 1,2,5,6,11,11 b ‐hexahydro‐ 3H ‐imidazo[1′,2′:1,2]pyrido[3,4‐ ]indol‐3‐ones is accomplished through divergent transformation Ugi 4‐CR products. The trimethylsilyl trifluoromethanesulfonate (TMSOTf) mediated intramolecular condensation a series adducts generates N ‐acylimidinium intermediate which undergoes ring closure to selectively afford the target title compounds in good high yields.

Язык: Английский

Процитировано

1

Access to Piperazine-Fused Pyrrolocarbazoles Enabled by Acid-Catalyzed Stereoselective Hydroarylation of Ynamide–Indoles and Subsequent Diels–Alder Reactions/Aromatizations DOI

Ze Zhou,

Xiang Huang,

Qingyi Wei

и другие.

Organic Letters, Год журнала: 2024, Номер 26(35), С. 7273 - 7278

Опубликована: Авг. 12, 2024

Pyrrolocarbazole skeletons are well known to possess a variety of biological activities that might be therapeutically useful in the treatment cancers. Herein, an acid-catalyzed stereoselective hydroarylation/Diels–Alder cycloaddition/aromatization ynamide–indoles is described. We newly designed and synthesized piperazine-fused pyrrolocarbazole derivatives could further applied synthesis potent Wee1 inhibitors.

Язык: Английский

Процитировано

0