Scalable Diastereoselective Electrosynthesis of Spiro[benzofuran-2,2′-furan]-3-ones DOI
Issa Yavari, Sina Shaabanzadeh,

Kiyana Ghafouri

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 89(1), С. 425 - 432

Опубликована: Дек. 12, 2023

Spirobenzofuran scaffolds, because of their three-dimensional structure, are incorporated into several valuable natural products and drug candidate molecules. Herein, with the assistance electrosynthesis, we introduce a novel electrochemical approach for achieving spirobenzofurans in user-friendly operationally simple undivided cell setup under constant current. This metal-catalyst-free procedure afforded spiro[benzofuran-2,2′-furan]-3-ones high diastereoselectivity. Compatibility gram-scale synthesis along convenient accessibility reaction instruments starting materials collectively raised importance this protocol compared to previous challenging methods. Furthermore, mechanistic cognizance is obtained by investigation cyclic voltammetry spectra reactants.

Язык: Английский

Cascade Electrochemical Aerobic Oxygenation of 2-Substituted Indoles and Electrochemical [5 + 3] Annulation with Amidines: Access to Eight-Membered Benzo[1,3,5]triazocin-6(5H)-ones DOI

Weihui Zhuang,

Fengyi Xiao,

Yumei Chen

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(7), С. 4673 - 4683

Опубликована: Март 13, 2024

The cascade electrochemical C3-selective aerobic oxygenation of 2-substituted indoles and [5 + 3] annulation with amidines through an undivided cell galvanostatic method employing molecular oxygen "electricity" as green oxidants was developed. This protocol provides efficient direct approach to eight-membered benzo[1,3,5]triazocin-6(5H)-ones. Mechanistic studies suggested that two subsequent processes both proceeded radical pathways.

Язык: Английский

Процитировано

1

Recent Progress in Metal-Catalyzed C(sp³)-P Bond Formation DOI
Jia‐Lin Tu, Zhengjia Shen, Binbin Huang

и другие.

Tetrahedron, Год журнала: 2024, Номер 168, С. 134352 - 134352

Опубликована: Ноя. 1, 2024

Язык: Английский

Процитировано

1

Electrochemical Synthesis of Phosphorylated Azaspiro[4.5]di/trienones through Dearomative Spirocyclization DOI

Xiaocong Zhou,

Jian Wang, Dumei Ma

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(57), С. 7351 - 7354

Опубликована: Янв. 1, 2024

Cp 2 Fe-mediated electrochemical synthesis of a diverse array phosphorylated azaspiro[4.5]di/trienones has been developed, which demonstrated broad substrate scope and good diastereoselectivity.

Язык: Английский

Процитировано

0

Electrochemical Dearomatization of Indoles: Access to Diversified Functionalized Spirocyclic Indolines DOI
Jian Wang,

Ranran Zhu,

Yufen Zhao

и другие.

Topics in heterocyclic chemistry, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

0

A Multicomponent [2+2+1] Cascade Cyclization to Synthesize Thiazol-2(3H)-one DOI
Mingxu Wang, Yuefa Gong, Yuqi Shi

и другие.

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

Опубликована: Ноя. 7, 2024

A multicomponent [2+2+1] tandem cyclization of alkynones with amines and water using potassium thiocyanate as electrolyte raw material to access thiazol-2(3

Язык: Английский

Процитировано

0

Synthesis of 2-Phosphonylated C3 Spirocyclic Indolines via a Dearomatization–Spirocyclization–Nucleophilic Addition Tandem Approach of Indolyl-ynones with Phosphine Oxides DOI

Jiongjiong Duan,

Yi Cao, Huanping Xie

и другие.

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

Опубликована: Дек. 18, 2024

Due to its unique three-dimensional (3D) configuration and great application potential in medicinal chemistry synthetic community, chemists have been pursuing concise efficient methods synthesize C3 spirocyclic indoline derivatives. In this work, a dearomatization–spirocyclization–nucleophilic addition tandem approach was developed realize the synthesis of 2-phosphonylated indolines with indolyl-ynones phosphine oxides as reactants; mild conditions, broad substrate scope, good yields are characteristics transformation.

Язык: Английский

Процитировано

0

Scalable Diastereoselective Electrosynthesis of Spiro[benzofuran-2,2′-furan]-3-ones DOI
Issa Yavari, Sina Shaabanzadeh,

Kiyana Ghafouri

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 89(1), С. 425 - 432

Опубликована: Дек. 12, 2023

Spirobenzofuran scaffolds, because of their three-dimensional structure, are incorporated into several valuable natural products and drug candidate molecules. Herein, with the assistance electrosynthesis, we introduce a novel electrochemical approach for achieving spirobenzofurans in user-friendly operationally simple undivided cell setup under constant current. This metal-catalyst-free procedure afforded spiro[benzofuran-2,2′-furan]-3-ones high diastereoselectivity. Compatibility gram-scale synthesis along convenient accessibility reaction instruments starting materials collectively raised importance this protocol compared to previous challenging methods. Furthermore, mechanistic cognizance is obtained by investigation cyclic voltammetry spectra reactants.

Язык: Английский

Процитировано

1