Nickel-Catalyzed Intramolecular Dearomative Arylation of Pyridiniums and Quinoliniums DOI Open Access
Jun Lü,

Qichuang Li,

Ren‐Xiao Liang

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2023, Номер 43(5), С. 1875 - 1875

Опубликована: Янв. 1, 2023

A nickel-catalyzed intramolecular dearomative arylation reaction of pyridiniums and quinoliniums is developed.In the presence zinc powder as a reducing agent, Grignard-type addition arylbromides to C=N bonds proceeds smoothly render pyridines quinolines dearomatization, leading range spirooxindole derivatives bearing dihydropyridine dihydroquinoline moieties in moderate good yields.

Язык: Английский

Recent Advances in the Catalytic Asymmetric Friedel–Crafts Reactions of Indoles DOI Creative Commons
Tauqir Ahmad, Sardaraz Khan, Nisar Ullah

и другие.

ACS Omega, Год журнала: 2022, Номер 7(40), С. 35446 - 35485

Опубликована: Окт. 3, 2022

Functionalized chiral indole derivatives are privileged and versatile organic frameworks encountered in numerous pharmaceutically active agents biologically natural products. The catalytic asymmetric Friedel–Crafts reaction of indoles, catalyzed by metal complexes or organocatalysts, is one the most powerful atom-economical approaches to access optically derivatives. Consequently, a wide range electrophilic partners including α,β-unsaturated ketones, esters, amides, imines, β,γ-unsaturated α-keto- α-ketiminoesters, ketimines, nitroalkenes, many others have been successfully employed achieve plethora functionalized moieties. In particular, strategies for C–H functionalization phenyl indoles require incorporation directing blocking group azole ring indole. discovery catalysts which can control enantiodiscrimination has gained great deal attention recent years. This review will provide an updated account on application synthesis diverse derivatives, covering timeframe from 2011 today.

Язык: Английский

Процитировано

50

Recent Advancements in Typical Friedel–Crafts Alkylation Reactions Focused on Targeting Arene Nucleophiles DOI
Chinmoy Kumar Hazra, Sanjay Singh

Synthesis, Год журнала: 2023, Номер 56(03), С. 368 - 388

Опубликована: Окт. 2, 2023

Abstract This review delves into recent advances and significant breakthroughs in the field of catalytic Friedel–Crafts alkylation targeted arenes or heteroarenes. Though a few earlier literatures are referenced, main emphasis this focuses on literature mainly published between 2015 March 2023. 1 Introduction 2 History Background 3 Alcohols as Alkylating Agents 4 Aldehydes Ketones 5 Alkyl Fluorides 6 Epoxides 7 Cyclopropanes 8 Conclusion Outlook

Язык: Английский

Процитировано

14

Organocatalyzed Asymmetric Pictet‐Spengler Reactions DOI
Anup Biswas

ChemistrySelect, Год журнала: 2023, Номер 8(3)

Опубликована: Янв. 19, 2023

Abstract The Pictet‐Spengler reaction is a century old technique for the construction of aza‐cycles, which has been extensively researched through organocatalytic methods over past two decades. asymmetric variant this gained considerable attention because enantioenriched poly heterocycles accessed process are prevalent in natural products and bioactive moleculesPrime focus review systematic chronological assembly enantioselective P−S catalyzed by different types organocatalysts. Mechanistic approaches to rationalize induction on an additional flavor article. Importance conventional justified synthesis biologically naturally relevant compounds have highlighted as well.

Язык: Английский

Процитировано

13

A concise total synthesis of monoterpenoid indole alkaloid (-)-voacafricine A DOI
Xuan Pan, Tao Sheng, Zhanzhu Liu

и другие.

Chinese Chemical Letters, Год журнала: 2025, Номер unknown, С. 110913 - 110913

Опубликована: Фев. 1, 2025

Язык: Английский

Процитировано

0

Remote Stereocontrol in the C6-Functionalization of Indoles via Synergistic Ion-Pair Catalysis DOI
Zhi‐Qiang Zhu,

Han‐Peng Pan,

Long Liang

и другие.

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 9897 - 9908

Опубликована: Май 28, 2025

Язык: Английский

Процитировано

0

Recent advances in chiral phosphoric acid catalyzed asymmetric organic reactions: An overview DOI
Alemayehu Gashaw Woldegiorgis,

Zhao Han,

Xufeng Lin

и другие.

Journal of Molecular Structure, Год журнала: 2023, Номер 1297, С. 136919 - 136919

Опубликована: Окт. 28, 2023

Язык: Английский

Процитировано

8

Enantioselective Pictet–Spengler Reactions DOI
Daniel Seidel

Organic reactions, Год журнала: 2024, Номер unknown, С. 507 - 611

Опубликована: Март 22, 2024

Enantioselective Pictet–Spengler reactions are promoted or catalyzed by small chiral molecules, including Brønsted acids, Lewis and hydrogen‐bond donors (e.g., thiourea compounds). While tryptamines β‐phenethylamines commonly used in these reactions, a variety of other aryl‐group‐containing amines also viable substrates. Achiral starting materials can participate cascade reaction sequences that include an enantioselective step. Mechanistic insights for transformations provided whenever possible. The allows access to heterocyclic products otherwise assembled via less direct methodologies. These employed as key intermediates the synthesis natural such yohimbine, arboricine, corynantheidine, mitragynine, harmicine, peganumine A, deplancheine, arborescidine C, crispine A. literature coverage this Chapter extends December 2019.

Язык: Английский

Процитировано

1

C6–H Bond Functionalization of Indoles: A New Gate DOI
Nurullah Saraçoğlu, Yunus Taskesenligil

Synthesis, Год журнала: 2023, Номер 55(21), С. 3417 - 3433

Опубликована: Март 8, 2023

Abstract Indoles are valuable precursors in medicinal, bioorganic, and material chemistry particularly serve as a platform for diversity. However, the scope of C6-functionalization indoles was limited until recently. In this short review, we summarize developments reactions involving transition-metal-catalyzed functionalization Brønsted Lewis acid catalyzed processes. The regioselectivity is controlled by remote-C–H activation hydrogen bond formation. 1 Introduction 2 Transition-Metal-Catalyzed Functionalization 3 Acid-Catalyzed Processes 4 Conclusion

Язык: Английский

Процитировано

2

Brønsted acid-catalyzed C6 functionalization of 2,3-disubstituted indoles for construction of cyano-substituted all-carbon quaternary centers DOI
Wen‐Jun Huang, Lixia Liu, Yong‐Gui Zhou

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(17), С. 3691 - 3696

Опубликована: Янв. 1, 2023

The construction of cyano-substituted all-carbon quaternary centers via Brønsted acid-catalyzed direct C6 functionalization 2,3-disubstituted indoles with 2,2-diarylacetonitriles is reported.

Язык: Английский

Процитировано

1

Nickel-Catalyzed Intramolecular Dearomative Arylation of Pyridiniums and Quinoliniums DOI Open Access
Jun Lü,

Qichuang Li,

Ren‐Xiao Liang

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2023, Номер 43(5), С. 1875 - 1875

Опубликована: Янв. 1, 2023

A nickel-catalyzed intramolecular dearomative arylation reaction of pyridiniums and quinoliniums is developed.In the presence zinc powder as a reducing agent, Grignard-type addition arylbromides to C=N bonds proceeds smoothly render pyridines quinolines dearomatization, leading range spirooxindole derivatives bearing dihydropyridine dihydroquinoline moieties in moderate good yields.

Язык: Английский

Процитировано

0