Manganese‐ Mediated Cascade Radical Oxidative Cyclization/1,6‐Conjugate Addition of Unsaturated Oximes with p‐Quinone methides: Facile Access to β,β‐Diarylmethine Isoxazolines DOI Open Access

Vijay Vara,

Kishor R. Thete,

Ganesh S. Ghotekar

и другие.

Chemistry - An Asian Journal, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 9, 2024

A simple and efficient strategy for the synthesis of structurally diverse β,β-diarylmethine substituted isoxazoline derivatives have been developed. This approach employs a manganese-promoted oxidative cyclization coupled with 1,6-conjugate addition unsaturated oximes to p-quinone methides. The key features this study include formation C-O C-C bonds through intramolecular intermolecular interactions, facilitated by in situ generated iminoxyl radicals. isoxazolines, bearing wide range functional groups, were isolated high yields.

Язык: Английский

Recent Advances in Site Selective Transformations of β-Enaminones via C-H Functionalization/Annulation DOI
Prasanta Ray Bagdi, Karuna Mahato,

Divya Shrestha

и другие.

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

Опубликована: Янв. 1, 2024

β-Enaminone transformation strategies are widely employed in the synthesis of numerous biologically active drugs and natural products, highlighting their significance medicinal chemistry.

Язык: Английский

Процитировано

5

Rh‐catalyzed three‐component synthesis of diverse N‐aryl pyrazoles via cascade pyrazole annulation and aryl C‐H addition to alkenes DOI

Xinyuan Wen,

Jie‐Ping Wan, Ming Zhang

и другие.

Applied Organometallic Chemistry, Год журнала: 2024, Номер 38(9)

Опубликована: Июль 5, 2024

A novel Rh‐catalyzed three‐component synthesis of N ‐( o ‐alkylaryl) pyrazoles via cascade pyrazole annulation and aryl C‐H conjugate addition to alkenes has been developed with enaminones, hydrazines, functionalized as starting materials. The raw materials used in this reaction are simple, cheap, readily available, the reactions feature excellent step economy by furnishing products formation a ring key activation one‐step operation. Moreover, proceeds smoothly under air atmosphere, making it easy operate.

Язык: Английский

Процитировано

3

Efficient Solvent-Free Synthesis of Indolizines Using CuBr Catalyst from Pyridine, Acetophenone, and Electron-Deficient Alkenes DOI Creative Commons
Xueguo Zhang, Jianpeng Zhang, Zhengyi Liu

и другие.

Molecules, Год журнала: 2024, Номер 29(9), С. 2061 - 2061

Опубликована: Апрель 29, 2024

Herein, we have developed a new approach for the synthesis of indolizine via Cu-catalyzed reaction pyridine, acetophenone, and nitroolefin under mild conditions in high yields. This involved formation C–N C–C bonds compounds with stereoselectivity excellent functional group tolerance.

Язык: Английский

Процитировано

2

Domino Approach to Heterocycles-Based Unsymmetrical Triarylmethanes through Heteroannulation of 2-(2-Enynyl)-pyridines with Enaminones DOI

Feroz Ahmad,

Pavit K. Ranga,

Shaheen Fatma

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(17), С. 12104 - 12117

Опубликована: Авг. 13, 2024

Herein, we report a copper-catalyzed protocol to access unsymmetrical triarylmethanes containing both indolizine and the chromone scaffolds in same molecule via 5-endo-dig cyclization of 2-(2-enynyl)-pyridines followed by reaction with 2-hydroxyaryl enaminones. A variety enaminones were subjected under optimal conditions, respective obtained good excellent yields.

Язык: Английский

Процитировано

2

Base-mediated formal [4+1] annulation of ortho-hydroxyphenyl substituted para-quinone methides and CF3-imidoyl sulfoxonium ylides to access trifluoroacetimidoyl-substituted 2,3-dihydrobenzofurans DOI
Chen Li,

Mingshuo Zhou,

Zhengkai Chen

и другие.

Journal of Fluorine Chemistry, Год журнала: 2024, Номер 277, С. 110308 - 110308

Опубликована: Июнь 7, 2024

Язык: Английский

Процитировано

1

One-Pot Formal [3+2] Annulation of 2-Pyridinyl-Substituted p-Quinone Methides and Arynes for the Synthesis of 3-Aryl Pyrido[1, 2-a]indoles DOI

Mengfan Li,

Yan Chen, Hao Tang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(27), С. 5618 - 5628

Опубликована: Янв. 1, 2024

We report a formal [3 + 2] cycloaddition for constructing 3-aryl pyrido[1,2- ]indoles from aryne intermediates and 2-pyridinyl-substituted p -QMs under ambient conditions.

Язык: Английский

Процитировано

1

HMPA-H2O mediated oxygenative carbocyclization of 2-alkynylphenyl-substituted p-quinone methides to indenones DOI

Shaheen Fatma,

Feroz Ahmad,

Yogesh A. Pankhade

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(29), С. 5891 - 5896

Опубликована: Янв. 1, 2024

A HMPA–water mediated protocol to access substituted-indenones through an oxygenative carbocyclization of 2-alkynylphenyl-substituted p -quinone methides has been developed under metal- and base-free conditions.

Язык: Английский

Процитировано

1

Recent Advances in the Development of Indolizine Scaffolds: Synthetic Methodology and Mechanistic Insights DOI
Jiuzhong Huang, Chunsheng Li, Xiaoning Li

и другие.

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

Опубликована: Ноя. 20, 2024

Comprehensive Summary Indolizine is a nitrogen‐containing heterocycle with strong aromaticity, possessing delocalized 10π‐electron system. Based on the indolizine scaffolds, numerous molecules biological activity and organic functional materials have been synthesized. Since 2016, over 110 papers published synthesis of but reviews synthesizing scaffolds incomplete not up‐to‐date. Herein, from perspective structure combination pyrrole pyridine ring, we focus construction through diversity starting substrates, including derivatives (N1‐substituted pyridinium salt derivatives, C2‐substituted N1‐ C2‐free substituted derivatives), unoriginal ring substrates. Furthermore, corresponding reaction mechanisms synthetic methodologies are also elaborated. Therefore, this review only paves way for provides insight into exploring new modes constructing heterocycles. Key Scientists was discovered by Angeli in 1890 first prepared Scholtz 1912 α‐picoline acetic anhydride. A general approach developed Chichibabin 1927, that practical value preparation 2‐alkyl‐ or 2‐arylindolizines. The closure quaternary halides. At begining 21st century, Basavaiah introduced dimension Baylis‐Hillman chemistry leading to novel facile convenient methodology one‐pot operation. In 2010, Barluenga reported Cu(I)‐catalyzed regioselective [3+2] cyclization unsubstituted pyridines toward alkenyldiazoacetates functionalized successful example metal‐catalyzed π‐deficient heterocyclic system alkenyldiazo compounds. 2019 2022, Xi Liu exploited methods non‐pyridine as synthesize indolizines, respectively. Guo an environmentally benign electrooxidative formyl‐ acyl‐substituted indolizines.

Язык: Английский

Процитировано

1

One‐Pot Synthesis of 3‐Hydroxy‐1H‐Pyrrolo[3,4‐b]quinolin‐1‐one via Enaminamides DOI

Xi Shen,

Zhi‐Cheng Yu,

You Zhou

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(21), С. 4399 - 4403

Опубликована: Июль 16, 2024

Abstract A multicomponent cascade cyclization reaction using aryl methyl ketones, amines, and enaminamide reagents to construct 3‐hydroxy‐1 H ‐pyrrolo[3,4‐ b ]quinolin‐1‐one skeleton with good substrate compatibility (50 examples) has been reported. The one‐pot, metal‐free process formed two C−C bonds, C−N a tetrasubstituted carbon stereocenter containing hydroxyl group. enabled modified transformation of drug molecules derivatization products.

Язык: Английский

Процитировано

0

Manganese‐ Mediated Cascade Radical Oxidative Cyclization/1,6‐Conjugate Addition of Unsaturated Oximes with p‐Quinone methides: Facile Access to β,β‐Diarylmethine Isoxazolines DOI Open Access

Vijay Vara,

Kishor R. Thete,

Ganesh S. Ghotekar

и другие.

Chemistry - An Asian Journal, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 9, 2024

A simple and efficient strategy for the synthesis of structurally diverse β,β-diarylmethine substituted isoxazoline derivatives have been developed. This approach employs a manganese-promoted oxidative cyclization coupled with 1,6-conjugate addition unsaturated oximes to p-quinone methides. The key features this study include formation C-O C-C bonds through intramolecular intermolecular interactions, facilitated by in situ generated iminoxyl radicals. isoxazolines, bearing wide range functional groups, were isolated high yields.

Язык: Английский

Процитировано

0