Five-membered ring systems: with more than one N atom DOI
Larry Yet

Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 281 - 332

Published: Jan. 1, 2023

Language: Английский

Iodine-dependent oxidative regioselective aminochalcogenation of indolines DOI
Xiaoxiang Zhang, Chenrui Liu, Wanxing Wei

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(9), P. 1152 - 1155

Published: Jan. 1, 2024

An efficient approach for the selective construction of C2,3- or C2,5-aminochalcogenated indole derivatives has been developed, which enables oxidative regioselective aminochalcogenation indolines with amines and dichalconides.

Language: Английский

Citations

7

Iron–iodine co-catalysis towards tandem C–N/C–C bond formation: one-pot regioselective synthesis of 2-amino-3-alkylindoles DOI
Yingying Zhang, Yating Huang,

Kewei Yu

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(22), P. 6165 - 6171

Published: Jan. 1, 2022

An efficient intermolecular C2,3-H aminoalkylation of indoles with 9 H -xanthenes and azoles via iron–iodine co-catalyzed tandem C–N/C–C bond formation has been developed.

Language: Английский

Citations

15

Iodine-Mediated C2,3–H Aminoheteroarylation of Indoles DOI

Maoyi Dai,

Yingying Zhang, Xiaoxiang Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(21), P. 15106 - 15117

Published: Oct. 21, 2023

A metal-free one-pot oxidative cross-dehydrogenation coupling reaction for the formation of C-N/C-C bonds at C2,3-positions indoles with azoles and quinoxalinones has been developed. The proposed method several notable features, including catalysis, use N-H free as substrates, ease operation, mild conditions, compatibility a wide range substrates.

Language: Английский

Citations

9

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

Xiaoting Gu,

Maoyi Dai,

Xirui Qing

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(14), P. 10272 - 10282

Published: July 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.

Language: Английский

Citations

3

Unveiling the Synthesis of Indole-Fused Eight-Membered Aza-Heterocycles via FeCl3–Catalyzed Radical C–N Coupling and Photophysical Studies DOI
Sakshi Singh, Maitreya Maity, Shantanu Pal

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 25, 2025

A novel strategy toward construction of indole-fused eight-membered heterocyclic rings through a radical pathway has been reported. Our approach involves tandem cyclization via FeCl3-catalyzed cross-dehydrogenative double C–N bond formation using DDQ as an oxidant under mild condition. An EPR experiment and time course 1H NMR study confirm that the addition triggers pyrazole N-radical, which contributes to eight-member framework with good yield. The structural diversity synthetic utility have explored, along photophysical properties synthesized compounds.

Language: Английский

Citations

0

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

Maoyi Dai

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 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.

Language: Английский

Citations

0

Synthesis of 2,3‐Diaminoindolesvia a Copper‐Iodine Co‐catalytic Strategy DOI
Wenhua Yu, Yingying Zhang, Xiaoxiang Zhang

et al.

Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 41(24), P. 3567 - 3572

Published: Aug. 28, 2023

Comprehensive Summary A one‐pot synthesis of vicinal diamines using indoles, azoles and phenothiazines in a tandem multi‐component reaction is developed. The utilization copper‐iodine co‐catalytic system enables the generation diverse range diaminoindoles with good selectivity moderate to yields. An attractive aspect this method that it can be conducted under mild environmentally friendly conditions, showcasing its potential as an alternative approach for synthesizing diamines. Moreover, use multicomponent highlights power versatility such strategies synthetic chemistry.

Language: Английский

Citations

8

Solvent-controlled switchable multicomponent tandem oxidative triple functionalization of indolines DOI
Xiaoxiang Zhang, Xiaoting Gu, Yingying Zhang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(7), P. 1933 - 1940

Published: Jan. 1, 2024

A new one-pot method for solvent-controlled switchable tandem oxidative triple functionalization of indolines has been developed via successive regioselective chalcogenation, oxidation, amination and halogenation.

Language: Английский

Citations

3

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

Junqiu Liao

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(10), P. 7216 - 7224

Published: May 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.

Language: Английский

Citations

3

Organo-catalyzed C2,3–H aminochalcogenation of indoles with secondary (aliphatic) amines DOI
Xiaoxiang Zhang, Chenrui Liu, Yingying Zhang

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(23), P. 5886 - 5894

Published: Jan. 1, 2023

A direct C2,3–H difunctionalization of indoles with unactivated amines facilitated by the organo-chalconium catalyst generated through reaction iodine and chalconium reagents has been developed.

Language: Английский

Citations

7