Iron-Catalyzed One-Pot Cascade Reactions of Oximes with Inactivated Saturated Ketones: Entry to Highly Substituted Pyridines DOI
Yan‐Yun Liu,

Yu-Ting Zhai

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 7, 2024

An iron-catalyzed oxidative [3 + 3] annulation of oxime esters with inactivated saturated ketones is described. This cascade strategy allows one-step rapid synthesis various structurally important pyridines through an dehydrogenation/annulation/oxidative aromatization sequence via direct α,β-dehydrogenation simple followed by oximes. method shows good functional group tolerance, readily accessible starting materials, a wide substrate scope, high chemoselectivity, and no need for extra stoichiometric oxidant also applicable to the late-stage functionalization natural products.

Язык: Английский

Iodoarene-directed photoredox β-C(sp3)–H arylation of 1-(o-iodoaryl)alkan-1-ones with cyanoarenes via halogen atom transfer and hydrogen atom transfer DOI Creative Commons

Liang Zeng,

Chong‐Hui Xu,

Xiuyuan Zou

и другие.

Chemical Science, Год журнала: 2024, Номер 15(17), С. 6522 - 6529

Опубликована: Янв. 1, 2024

Site selective functionalization of inert remote C(sp

Язык: Английский

Процитировано

11

Copper-catalyzed dehydrogenative cyclization/alkenylation towards dihydroquinolinones DOI

K. Pari,

Nawaz Khan Fazlur-Rahman

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(20), С. 4163 - 4171

Опубликована: Янв. 1, 2024

A mild and one-pot sequential route to access diversely substituted quinolinyl dihydroquinolinones has been proposed, using a dehydrogenative cyclization/alkenylation strategy with good yields.

Язык: Английский

Процитировано

6

Nickel‐Catalyzed Sequential Synthesis of Alkylated Quinolines and Their Photophysical Studies DOI
Pari Keerthana, Fazlur‐Rahman Nawaz Khan

Asian Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Июнь 20, 2024

Abstract An efficient nickel‐catalyzed sequential one‐pot strategy for the synthesis of coumarin‐appended quinolines and bis‐quinolines has been developed under mild reaction conditions in moderate to good yields (up 84 %) via dehydrogenative Friedlander annulation followed by C(sp 3 )−H functionalization. The use a cost‐effective Ni catalyst, environmentally friendly solvents simple operating procedures are attractive attributes this method. Additionally, photophysical properties synthesized derivatives were explored utilizing UV‐vis absorption fluorescence emission studies. Furthermore, large‐scale synthetic utility highlight potential applicability organic chemistry. Moreover, A plausible mechanism is supported control experiments monitoring 1 H NMR analysis.

Язык: Английский

Процитировано

3

Design and Synthesis of Novel 4-Hydroxycoumarin-Isoxazole Adducts for Combating Bacterial Infections DOI
Avijit Bhakta,

Sonam Kandola,

Asghar Ali

и другие.

Journal of Molecular Structure, Год журнала: 2025, Номер unknown, С. 142668 - 142668

Опубликована: Май 1, 2025

Язык: Английский

Процитировано

0

Palladium-Catalyzed β-C(sp3)–H Arylation of Silyl Prop-1-en-1-ol Ethers with Aryl Halides: Entry to α,β-Unsaturated Ketones DOI

Chong‐Hui Xu,

Liang Zeng,

Gui‐Fen Lv

и другие.

Organic Letters, Год журнала: 2023, Номер 25(42), С. 7645 - 7649

Опубликована: Окт. 16, 2023

A palladium(0)-catalyzed β-C(sp3)-H arylation of silyl prop-1-en-1-ol ethers with aryl halides for the synthesis α,β-unsaturated ketones is presented. In contrast to reported ketones, chemoselectivity this current method relies on Pd(0) catalytic systems and reaction temperatures: While using Pd(dba)2/DavePhos/KF system at 80 °C resulted in monoarylation produce β-monoarylated harnessing Pd(OAc)2/t-Bu XPhos/K2HPO4 110 induced diarylation afford β,β-diarylated ketones. The provides a versatile route that uses readily available ketone-derivatized α-nonsubstituted as alkene sources characterized by good functional group compatibility, broad substrate scope, an excellent selectivity.

Язык: Английский

Процитировано

2

Recent Developments on the Earth-Abundant-Metal-Catalyzed α,β-Dehydrogenation of Carbonyl Compounds DOI
Peng‐Fei Dai, Yan‐Biao Kang, Qiang‐Qiang Li

и другие.

Synthesis, Год журнала: 2023, Номер 56(14), С. 2213 - 2222

Опубликована: Дек. 19, 2023

Abstract α,β-Unsaturated carbonyl compounds are versatile building blocks in modern organic synthetic chemistry. In recent decades, various approaches have been established to access these products, such as halogenation–dehydrohalogenation methods, organosulfur organoselenium earth-abundant-metal-catalyzed precious-metal-catalyzed and metal-free etc. Among these, methods (i.e., iron, cobalt, nickel, copper) continue attract the attention of chemists because they readily available, inexpensive, environmentally friendly. Presently, there only a few reviews covering α,β-dehydrogenations. Hence, aim this short review is provide detailed update on developments α,β-dehydrogenations compounds. 1 Introduction 2 Iron-Catalyzed Dehydrogenation 3 Cobalt-Catalyzed 4 Nickel-Catalyzed 5 Copper-Catalyzed 6 Conclusion

Язык: Английский

Процитировано

1

One-Pot Sequential Synthesis of Alkenylated Dihydroquinolinones and Hexahydroacridinones in Deep Eutectic Solvent Medium DOI Creative Commons

Sundararajan Suresh,

Fazlur‐Rahman Nawaz Khan

ACS Omega, Год журнала: 2024, Номер unknown

Опубликована: Авг. 16, 2024

The sequential synthesis of N-heterocycles from saturated ketones poses significant challenges and has rarely been reported. Herein, an efficient alkenylated dihydroquinolinones 7 hexahydroacridinones 8 is achieved 1 or 2 via dehydrogenation, cyclization, oxidation, α-alkenylation in choline chloride-based deep eutectic solvent (DES) medium. This strategy provides excellent yield low-cost, readily available starting materials under environmentally benign conditions. Furthermore, the synthesized compounds (4, 5, 7, 8) were investigated for their photophysical properties through absorption emission spectral studies.

Язык: Английский

Процитировано

0

Iron-Catalyzed One-Pot Cascade Reactions of Oximes with Inactivated Saturated Ketones: Entry to Highly Substituted Pyridines DOI
Yan‐Yun Liu,

Yu-Ting Zhai

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 7, 2024

An iron-catalyzed oxidative [3 + 3] annulation of oxime esters with inactivated saturated ketones is described. This cascade strategy allows one-step rapid synthesis various structurally important pyridines through an dehydrogenation/annulation/oxidative aromatization sequence via direct α,β-dehydrogenation simple followed by oximes. method shows good functional group tolerance, readily accessible starting materials, a wide substrate scope, high chemoselectivity, and no need for extra stoichiometric oxidant also applicable to the late-stage functionalization natural products.

Язык: Английский

Процитировано

0