PPh3-Mediated cascade reaction of 2-alkynylnitrobenzenes and 1,2-diaminoarenes for the construction of 2-aryl-3-(2-aminoaryl)quinoxalines DOI

Xiaoming Liao,

Yao Xu,

Hui Fan

и другие.

New Journal of Chemistry, Год журнала: 2023, Номер 48(2), С. 733 - 737

Опубликована: Дек. 1, 2023

A metal-free strategy to 2-aryl-3-(2-aminoaryl)quinoxalines from 2-alkynylnitrobenzenes and 1,2-diaminobenzenes is developed.

Язык: Английский

Direct S0 → Tn Transition under Visible Light Irradiation Enabling Synthesis of a Pseudoindoxyl Scaffold DOI
Masaya Nakajima,

Sho Nagasawa,

Keita Yamazaki

и другие.

Organic Letters, Год журнала: 2024, Номер 26(15), С. 3289 - 3293

Опубликована: Апрель 3, 2024

Pseudoindoxyl is a partial skeleton found in various natural products. Its light-absorption properties make it useful for the design of functional molecules. However, versatile synthesis methods have not yet been reported. In this report, we present synthetic method pseudoindoxyls using direct S0 → Tn transition under visible light irradiation. We also discuss application as photocatalysts.

Язык: Английский

Процитировано

2

KI-Catalyzed C(sp3)–H Amination and Acyloxylation of Indolin-3-ones Using Air as the Oxidant DOI
Yueyue Fan, Jingwen Guo,

Yuting Bao

и другие.

Organic Letters, Год журнала: 2023, Номер 25(45), С. 8162 - 8167

Опубликована: Ноя. 6, 2023

We have developed an efficient and green strategy for the synthesis of C2-amino indolin-3-ones C2-acyloxy via KI-catalyzed C(sp3)–H amination acyloxylation using air as oxidant. The reaction provides straightforward access to 2-substituted by direct functionalization at C2 position under mild conditions. Moreover, conditions enable a range complex pharmaceuticals, providing attractive products medicinal chemistry programs.

Язык: Английский

Процитировано

5

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

Diverting the Mannich reaction to access 2,2-disubstituted indolin-3-ones by merging 1,2-aryl migration and copper-catalyzed aerobic oxidation DOI
Jia‐Chen Xiang,

Yu-Die Wang,

Peng Yuan

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(11), С. 3186 - 3195

Опубликована: Янв. 1, 2024

Three typical substrates for the Mannich reaction, p -anisidine, aldehyde, and a nucleophile, did not afford predictable linear base under an aerobic copper oxidation condition, but rendering 2,2-disubstituted indolin-3-one product.

Язык: Английский

Процитировано

1

Recent Advance on Oxidative Dearomatization Involved C-H bond for Constructing Value-added Oxindoles DOI
Lemao Yu,

Haojin Chen,

Wenjing Fang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(35), С. 7074 - 7091

Опубликована: Янв. 1, 2024

The present review highlights the dearomatization of indoles by oxidizing C–H bonds for constructing oxindoles skeletons. Various synthetic approaches have been summarized followed their applications in indole alkaloids and bioactive compounds.

Язык: Английский

Процитировано

1

Electrochemical Synthesis of 2-Aryl-3-(2-aminoaryl)quinoxalines via Oxidative Dearomatization/Ring-Opening/Cyclization Cascade Sequence of 2-Arylindoles with 1,2-Diaminoarenes DOI
Yadav Kacharu Nagare,

Jyothi Yadav,

Atul Jankiram Dolas

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(15), С. 11111 - 11121

Опубликована: Июль 25, 2023

A straightforward method has been developed to synthesize 2-aryl-3-(2-aminoaryl) quinoxalines from 2-arylindoles and 1,2-diaminoarenes under mild electrochemical conditions. The reaction proceeds through in situ generations of 2-arylindole-3-ones oxidative dearomatization 2-arylindoles, followed by a ring opening-cyclization sequence with 1,2-diaminoarenes. series have prepared moderate good yields (up 75%).

Язык: Английский

Процитировано

3

Photoredox-Catalyzed Self-Dimerization and Cross-Addition as Well as Zn(Otf)2-Mediated Nucleophile Coupling: A Novel Route to Structurally Diverse 2,2-Disubstituted Indolin-3-Ones DOI
Zhitao Chen, Delin Chen,

Jiayao Xiao

и другие.

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

0

Photoredox-catalyzed self-dimerization and cross-addition as well as Zn(OTf)2-mediated nucleophile coupling: a novel route to structurally diverse 2,2-disubstituted indolin-3-ones DOI
Delin Chen,

Jiayao Xiao,

K. LIU

и другие.

Tetrahedron, Год журнала: 2024, Номер 167, С. 134242 - 134242

Опубликована: Сен. 2, 2024

Язык: Английский

Процитировано

0

Dearomative Cyclization/Spirocyclization via Electrochemical Reductive Hydroarylation of Nonactivated Arenes DOI
Yi Wu, Xian‐Li Ma, Fang-Yao Li

и другие.

Organic Letters, Год журнала: 2024, Номер 26(42), С. 8993 - 8998

Опубликована: Окт. 14, 2024

An electrochemical cyclization/spirocyclization hydroarylation via reductive dearomatization of a series nonactivated arenes including

Язык: Английский

Процитировано

0

Recent Advances in The Electrochemical Functionalization of N-heterocycles DOI
Manoj Kumar Yadav, Sushobhan Chowdhury

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

The review aims to provide a clear picture of the possible electron transfer pathways, electrochemical behavior different N-heterocycles, and functionalization reagents achieve desired functionalization/modification N-heterocycles.

Язык: Английский

Процитировано

0