Nickel-Catalyzed Cross-Coupling of Aryl Diazonium Salts with Aryl Bromides DOI
Guofu Zhang,

Yu Fu,

Jicong Xiang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(31), С. 6687 - 6691

Опубликована: Июль 26, 2024

Herein, we present a one-pot method for the direct cross-coupling of aryl diazonium salts and bromides in an economical way that avoids use sensitive organometallic reagents. The reaction is accomplished with assistance nickel catalysts, ligands, magnesium turnings, lithium chloride, triethylamine, avoiding pre-activated

Язык: Английский

Iron-Catalyzed Friedel–Crafts-type 3,5-Diacylation of Indoles DOI

Xiaoting Gu,

Maoyi Dai,

Xirui Qing

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(14), С. 10272 - 10282

Опубликована: Июль 5, 2024

The exploration of remote functionalization indoles is impeded by the inherently dominant reactivity intrinsic to pyrrole moiety. Herein, we delineate a novel strategy facilitated Lewis acid mediation, enabling C-H functionalization, which culminates in synthesis an array selectively functionalized indole derivatives, encompassing 3-trifluoroacetyl and 5-benzoyl motifs, utilizing trifluoroacetic anhydride various acyl chlorides. Notably, protocol exhibits versatility, as epitomized extension C5-acylation alkylation sulfonation reactions. This methodology distinguished its exemplary regio- chemo-selectivity, extensive substrate scope, commendable tolerance diverse functional groups, employment comparatively mild reaction conditions.

Язык: Английский

Процитировано

3
One-pot Multicomponent Tandem Reaction for the Rapid Synthesis of 2-Amino-3-benzylindoles DOI
Pengyan Zhang, Chenrui Liu,

Maoyi Dai

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A novel one-pot oxidative cross-dehydrogenation coupling (CDC) reaction has been developed for the selective construction of C–N and C–C bonds at C2,3-positions indoles.

Язык: Английский

Процитировано

0
Photoredox Radical Cyclization of o-Vinylaryl Isocyanides and Aryldiazonium Tetrafluoroborates for the Synthesis of 2,4-Disubstituted Quinolines DOI
Min Gao, Chuan Ding, Peng‐Fei Huang

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 23, 2025

Quinolines, a significant part of nitrogen-containing heterocycles, are widely found in functional compounds. Herin, photochemical radical cyclization reaction o-vinylaryl isocyanides and aryldiazonium tetrafluoroborates, has been reported to build 2,4-diaryl quinolines. Readily accessible aryl diazonium salts were utilized as precursors at room temperature. This approach allowed good group tolerance substrate applicability.

Язык: Английский

Процитировано

0
Pyrazol-3-yldiazonium Salts as Key Reagents for C–C Bond Formation and Pyrazole-Containing Heterocycle Synthesis DOI
Andreas Schmidt, Yu. V. Ostapiuk, Oksana V. Barabash

и другие.

Synthesis, Год журнала: 2025, Номер unknown

Опубликована: Май 20, 2025

Abstract A novel application of 1-methylpyrazol-3-yldiazonium salts in the Meerwein reaction was introduced. These diazonium reacted with α,β-unsaturated functionalized compounds under conditions to yield pyrazole-containing building blocks, which subsequently allowed cyclization reactions bisnucleophiles for synthesis pyrazol-3-yl-containing heterocyclic systems. In this way, 2-aminothiazole, 2-aminoselenazole, thiazolidin-4-one, selenazolidin-4-one, 3-hydroxythiophene, and 3-aminothiophene rings were efficiently prepared.

Язык: Английский

Процитировано

0
Organoselenium-Catalyzed C2,3-Diarylation of N–H Indoles DOI
Yingying Zhang, Xiaoxiang Zhang,

Junqiu Liao

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(10), С. 7216 - 7224

Опубликована: Май 2, 2024

An organoselenium-catalyzed C2,3-diarylation of unprotected N–H indoles with electron-rich aromatics has been developed. This one-pot multicomponent tandem cross-dehydrogenation coupling reaction allows for the incorporation two different aromatic groups to indoles. More importantly, this approach offers significant advantages, including a high atom and step economy, eliminating need prepreparation substrates, streamlining synthetic process enhancing its practicality. Overall, presents an efficient versatile strategy functionalization indole derivatives.

Язык: Английский

Процитировано

3
Transition-Metal Free Approaches to Access N-Heterocycles and Valuable Intermediates from Aryldiazonium Salts DOI
Mani Ramanathan, Ziad Moussa

Organic Chemistry Frontiers, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 13, 2024

Development of novel and efficient synthetic methods to achieve valuable N-heterocycles from aryldiazonium salts has been an important research area in organic chemistry for several decades.

Язык: Английский

Процитировано

3
Nickel-Catalyzed Cross-Coupling of Aryl Diazonium Salts with Aryl Bromides DOI
Guofu Zhang,

Yu Fu,

Jicong Xiang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(31), С. 6687 - 6691

Опубликована: Июль 26, 2024

Herein, we present a one-pot method for the direct cross-coupling of aryl diazonium salts and bromides in an economical way that avoids use sensitive organometallic reagents. The reaction is accomplished with assistance nickel catalysts, ligands, magnesium turnings, lithium chloride, triethylamine, avoiding pre-activated

Язык: Английский

Процитировано

2