Synfacts, Год журнала: 2023, Номер 19(10), С. 0966 - 0966
Опубликована: Сен. 14, 2023
Key words cobalt catalysis - regioselectivity [4+2] annulation isoquinolones isoquinolines C–H activation
Язык: Английский
Synfacts, Год журнала: 2023, Номер 19(10), С. 0966 - 0966
Опубликована: Сен. 14, 2023
Key words cobalt catalysis - regioselectivity [4+2] annulation isoquinolones isoquinolines C–H activation
Язык: Английский
Chemical Communications, Год журнала: 2024, Номер 60(43), С. 5626 - 5629
Опубликована: Янв. 1, 2024
Isoquinolones undergo efficient Co( iii )-catalyzed C8-allylation and vinylation, utilizing the oxo group of isoquinolones as an inherent directing group. The resulting allylated vinylated are further transformed into important building blocks.
Язык: Английский
Процитировано
6Organic Letters, Год журнала: 2023, Номер 25(43), С. 7878 - 7883
Опубликована: Окт. 23, 2023
We have developed a Cp*Co(III)-catalyzed reverse regioselective [4 + 2] annulation of N-chlorobenzamides/acrylamides with vinylsilanes for the synthesis 4-silylated isoquinolones. The reaction was performed at ambient temperature under redox-neutral conditions. utilized N-Cl bond as an internal oxidant, furnished required products excellent regioselectivities, and demonstrated high functional group tolerance. synthetic utility isoquinolones has been preparation 4-heteroarylated 4-alkylated via metal-free C-C couplings. Additionally, 3,4-dihydroisoquinolones were synthesized protodesilylation isoquinolones, thus making vinylsilane ethylene surrogate.
Язык: Английский
Процитировано
12Tetrahedron, Год журнала: 2025, Номер unknown, С. 134497 - 134497
Опубликована: Янв. 1, 2025
Язык: Английский
Процитировано
0Chinese Journal of Organic Chemistry, Год журнала: 2025, Номер 45(2), С. 655 - 655
Опубликована: Янв. 1, 2025
Язык: Английский
Процитировано
0European Journal of Organic Chemistry, Год журнала: 2023, Номер 26(44)
Опубликована: Сен. 27, 2023
Abstract A mild and convenient synthesis of 3,4‐unsubstituted isoquinolones has been achieved from N ‐methoxybenzamides vinylene carbonate as an acetylene surrogate with a versatile rhodium(III) catalyst. The reaction proceeded at room temperature in biomass derived ethanol solvent. This protocol avoids the use stoichiometric external oxidant, served internal oxidant. C−H/N−H activation annulation manifold broad substrate scope excellent levels regioselectivities. preliminary mechanistic studies suggest facile reversible chelation‐assisted C−H rhodation. Diversification provide access to 4‐substituted isoquinolines, which are complementary previously reported protocols.
Язык: Английский
Процитировано
8ACS Omega, Год журнала: 2023, Номер 8(28), С. 25262 - 25271
Опубликована: Июль 5, 2023
We have developed Cp*Co(III)-catalyzed redox-neutral synthesis of 3,4-unsubstituted isoquinoline 1(2H)-ones at ambient temperature using N-chloroamides as a starting material. The reaction utilizes vinyl acetate an inexpensive and benign acetylene surrogate. N-Cl bond the N-chlorobenzamides plays role internal oxidant hence precludes need for external oxidant. works with wide range substrates having various functional groups substrate containing heterocyclic ring. Notably, is extended to N-chloroacrylamides in which vinylic C-H activation occurs furnish 2-pyridone derivatives. Preliminary mechanistic studies were also conducted shed light on mechanism this reaction.
Язык: Английский
Процитировано
7Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(24), С. 4458 - 4494
Опубликована: Ноя. 24, 2023
Abstract The preservation of scarce rare earth metals, such as palladium, rhodium, iridium, and others, poses a significant challenge for humanity due to their limited availability. These metals might be replaced by earth‐abundant 3d‐transition cobalt, manganese, iron, nickel, copper, etc . Isoquinolines have acquired an important position in synthetic organic chemistry well medicinal chemistry. They manifest diverse range natural molecules, serving pivotal synthons the synthesis numerous bioactive compounds with notable significance. Numerous reports on isoquinoline derivatives via transition metal catalysis been published worldwide. In this review, we summarize recent approaches synthesizing various using 3d‐transition‐metal catalysts since 2020. review has divided into different 3d‐transition‐metal‐based catalysis. We expect that will bring better overview present status progress made isoquinolines persuade more advancements research area near future.
Язык: Английский
Процитировано
7RSC Advances, Год журнала: 2024, Номер 14(7), С. 4804 - 4809
Опубликована: Янв. 1, 2024
The step-economical synthesis of C2, C3-unsubstituted 1-aminoindole derivatives through rhodium-catalyzed annulation hydrazines with vinylene carbonate.
Язык: Английский
Процитировано
2Organic Letters, Год журнала: 2023, Номер unknown
Опубликована: Дек. 21, 2023
A versatile Co(III)-catalyzed C6-selective C–H activation/pyridine migration of 2-pyridones with available propiolates as coupling partners was demonstrated. This method features high atom economy, excellent regioselectivity, and good functional group tolerance by employing an inexpensive Co(III) catalyst under mild reaction conditions. Moreover, gram-scale synthesis late-stage modifications pharmaceuticals were performed to prove the effectiveness these synthetic approaches.
Язык: Английский
Процитировано
3Chemistry, Год журнала: 2023, Номер 5(4), С. 2288 - 2321
Опубликована: Окт. 20, 2023
This review summarizes the applications of vinyl sulfonate and acetate as green alternatives for bromide in cross-coupling reactions. In first part, preparation sulfonates their reactions are briefly discussed. Then, a brief reactions, including cyclization Fujiware–Moritani reaction, transvinylation described.
Язык: Английский
Процитировано
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