Diastereoselective Construction of Spirocyclic Isobenzofurans via a Tandem Michael Addition/5-Exo-dig Cyclization Reaction DOI

Shaghayegh Mehdidoust,

Saideh Rajai‐Daryasarei,

S. Sina Hosseini

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16613 - 16621

Опубликована: Окт. 31, 2024

A practical approach for rapid and efficient access to spirocyclic isobenzofurans is described. The reaction proceeds through the cycloaddition of 1,6-ynenone derivatives 4-nitro-1,3-diarylbutan-1-ones, promoted by Cs

Язык: Английский

Radical Cyclization-Initiated Difunctionalization Reactions of Alkenes and Alkynes DOI Creative Commons
Sanjun Zhi, Xiaoming Ma, Wei Zhang

и другие.

Molecules, Год журнала: 2024, Номер 29(11), С. 2559 - 2559

Опубликована: Май 29, 2024

Radical reactions are powerful in the synthesis of diverse molecular scaffolds bearing functional groups. In previous review articles, we have presented 1,2-difunctionalizations, remote 1,3-, 1,4-, 1,5-, 1,6- and 1,7-difunctionalizations, addition followed by cyclization reactions. Presented this paper is radical second functionalization reaction. The could be realized atom transfer reactions, or transition metal-assisted coupling with neutral molecules, cationic anionic species.

Язык: Английский

Процитировано

1

Construction of N-Heterocycles via Electrochemically Generated Nitrogen Radicals and Nitrilium Ions DOI
Zhaojiang Shi, Ke‐Yin Ye

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

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

1

Electrochemical Conversion of N‐Sulfinylamines to Sulfonimidoyl Fluorides DOI Open Access

Fang‐Ling Gao,

Xinglei He,

Bin Zhao

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 26, 2024

Comprehensive Summary The invention of novel linkers is a long‐lasting task in the area sulfur(VI) fluoride exchange reaction (SuFEx). Compared with most frequently investigated sulfonyl fluorides, synthetic accessibility toward its mono‐aza isostere, i.e. , sulfonimidoyl fluorides still limited. Herein, we report an electrochemical carbonfluorination readily available N ‐sulfinylamines to access various aryl and alkyl fluorides. transformation characterized by ready availability starting materials, mild conditions, obviating metal catalysts chemical oxidants.

Язык: Английский

Процитировано

1

Electrochemical Selective Mono‐ and Polychlorination of Substituted Thiophenes DOI
Ting Liu,

Hao‐Kuan Lu,

Zhaojiang Shi

и другие.

European Journal of Organic Chemistry, Год журнала: 2023, Номер 27(1)

Опубликована: Окт. 30, 2023

Abstract An environmentally friendly and efficient electrochemical chlorination of thiophenes has been developed. The monochlorination, dichlorination trichlorination are selectively achieved. Notably, the reaction merits mild conditions, excellent functional group tolerance, high yields selectivity, capacity for scale‐up, thus providing a synthetically useful alternative to access mono‐ polychlorinated thiophenes.

Язык: Английский

Процитировано

3

Five-membered ring systems: thiophenes and selenium/tellurium analogs and benzo analogs DOI

John A. Joule

Progress in heterocyclic chemistry, Год журнала: 2023, Номер unknown, С. 171 - 198

Опубликована: Янв. 1, 2023

Язык: Английский

Процитировано

1

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

Construction of Spirocyclic Compounds via Electrochemical Intramolecular Dearomatization of Benzene Derivatives DOI
Wenyun Zhang,

Long-Hao Zhu,

Yuan-Zheng Cheng

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(20), С. 4205 - 4210

Опубликована: Авг. 27, 2024

Abstract The spirocyclic framework is found in many natural products, some of which are biologically active. However, It remains a challenge to develop environmentally friendly and atom‐economic synthetic methods. Herein, we report an intramolecular dearomatization reaction benzene derivatives enabled by electrochemistry‐mediated two successive single‐electron‐transfer (SET) processes, providing alternative method for the rapid construction skeletons without using sacrificial reagents. A series cyclohexadiene products were obtained 25–81% yields. Furthermore, proposed mechanism involving sequential electron transfer event was supported cyclic voltammetry experiments. This strategy features transition‐metal‐free conditions easy handling, will greatly enhance its practical utility.

Язык: Английский

Процитировано

0

Modern electrosynthesis of spiro compounds DOI
Michaïl N. Elinson,

Yu. E. Ryzhkova,

Fedor V. Ryzhkov

и другие.

Russian Chemical Bulletin, Год журнала: 2024, Номер 73(7), С. 1845 - 1865

Опубликована: Июль 1, 2024

Язык: Английский

Процитировано

0

Diastereoselective Construction of Spirocyclic Isobenzofurans via a Tandem Michael Addition/5-Exo-dig Cyclization Reaction DOI

Shaghayegh Mehdidoust,

Saideh Rajai‐Daryasarei,

S. Sina Hosseini

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16613 - 16621

Опубликована: Окт. 31, 2024

A practical approach for rapid and efficient access to spirocyclic isobenzofurans is described. The reaction proceeds through the cycloaddition of 1,6-ynenone derivatives 4-nitro-1,3-diarylbutan-1-ones, promoted by Cs

Язык: Английский

Процитировано

0