Enantioselective Cobalt-Catalyzed C–H Functionalization

Synthesis, Journal Year: 2022, Volume and Issue: 54(21), P. 4773 - 4783

Published: March 17, 2022

Abstract Co-catalyzed C–H functionalization has received great attention due to the high earth abundance, low biotoxicity, and unique reactivity of cobalt; enantioselective control these reactions been a formidable challenge. Various efficient strategies have recently developed for functionalization, but there is no topical review this field. Herein, we give detailed summary rapidly growing field, highlighting critical progress, current challenges, future trends. 1 Introduction 2 Enantioselective Functionalization via Low-Valent Co Catalysis 2.1 Chiral Diphosphines Control 2.2 Monophosphines or N-Heterocyclic Carbenes 3 High-Valent 3.1 Acids 3.2 Cp Ligands 4 Conclusions Outlook

Language: Английский

---

Nickel‐Catalyzed Chemodivergent Coupling of Alcohols: Efficient Routes to Access α,α‐Disubstituted Ketones and α‐Substituted Chalcones

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(15)

Published: Jan. 17, 2024

Abstract Chemodivergent (de)hydrogenative coupling of primary and secondary alcohols is achieved utilizing an inexpensive nickel catalyst, (6‐OH‐bpy)NiCl 2 . This protocol demonstrates the synthesis branched carbonyl compounds, α , ‐disubstituted ketones, ‐substituted chalcones via borrowing hydrogen strategy acceptorless dehydrogenative coupling, respectively. A wide range aryl‐based are coupled with various in this tandem dehydrogenation/hydrogenation reaction. The along KO t Bu or K CO 3 governed selectivity for formation saturated ketones chalcones. preliminary mechanistic investigation confirms reversible dehydrogenation to carbonyls metal‐ligand cooperation (MLC) involvement radical intermediates during

Language: Английский

---

Aerobic oxidative coupling of 2-naphthols catalyzed by flame-made VO /t-ZrO2: Effect of metal oxide support and VO content on catalytic activity

Applied Catalysis A General, Journal Year: 2024, Volume and Issue: 676, P. 119638 - 119638

Published: Feb. 29, 2024

Language: Английский

---

Chemo- and enantioselective hetero-coupling of hydroxycarbazoles catalyzed by a chiral vanadium(v) complex

Organic Chemistry Frontiers, Journal Year: 2021, Volume and Issue: 8(17), P. 4878 - 4885

Published: Jan. 1, 2021

The catalytic enantioselective oxidative hetero-coupling of arenols using a chiral vanadium( v ) complex has been developed.

Language: Английский

---

Manganese(I)‐Catalyzed Chemoselective Transfer Hydrogenation of the C=C Bond in Conjugated Ketones at Room Temperature

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 29(43)

Published: May 16, 2023

Chemoselective transfer hydrogenation of C=C bond in α,β-unsaturated ketones is demonstrated at room temperature employing a manganese(I) catalyst and half an equivalent ammonia-borane (H3 N-BH3 ). A series mixed-donor pincer-ligated Mn(II) complexes, (tBu2 PN3 NPyz )MnX2 [κP ,κN -(N-(di-tert-butylphosphaneyl)-6-(1H-pyrazol-1-yl)pyridin-2-amine)MnX2 ] {X=Cl (Mn2), X=Br (Mn3), X=I (Mn4)} were synthesized characterized. Amongst the (Mn2, Mn3, Mn4) Mn(I) complex, )Mn(CO)2 Br (Mn1) screened; Mn1 acts as efficient for chemoselective reduction ketones. Various synthetically important functionalities like halides, methoxy, trifluoromethyl, benzyloxy, nitro, amine, unconjugated alkene alkyne groups, including heteroarenes, compatible provided saturated excellent yields (up to 97 %). preliminary mechanistic study highlighted crucial role metal-ligand (M-L) cooperation through dearomatization-aromatization process hydrogenation.

Language: Английский

---

Iron-catalyzed regioselective C–H alkylation of indoles: an additive-free approach in renewable solvent

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(23), P. 9733 - 9743

Published: Jan. 1, 2023

Alkylated indoles are important motifs in various biologically active molecules and drug candidates.

Language: Английский

---

Chemodivergent Dehydrogenative Coupling of Alcohols by 3d Metal Catalysts

ChemCatChem, Journal Year: 2024, Volume and Issue: 16(12)

Published: Feb. 19, 2024

Abstract Chemodivergent synthesis by transition metal catalysts is a straightforward and sustainable approach to achieving valuable organic compounds. Especially, the chemodivergent dehydrogenative couplings of alcohols with motifs develop various saturated unsaturated compounds are highly environmentally benign due reduced waste generation. In this concept review, we presented 3d (Mn, Fe, Co, Ni)‐catalyzed imines amines, carbonyl/alcohol compounds, nitriles, N ‐heterocycles, N‐/C‐alkylated indoles. The discussed reaction commanded two or three different products high chemoselectivity changing specific parameters, but keeping catalyst unchanged. Generally, acceptorless coupling (ADC) provides moieties, whereas borrowing‐hydrogen (BH) process results in

Language: Английский

---

Advancement in the C–H bond alkylation of (hetero)arenes catalyzed by the most abundant transition metal–iron

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(8), P. 2397 - 2417

Published: Jan. 1, 2024

Advancement in the direct C–H bond alkylation of arenes and heteroarenes using catalysts based on most abundant transition metal, iron, is summarized.

Language: Английский

---

Advances in the Iron-Catalyzed Direct Functionalizations of ­Heterocycles

Synlett, Journal Year: 2022, Volume and Issue: 34(07), P. 683 - 697

Published: July 3, 2022

Abstract Direct functionalization of heterocycles is an advanced strategy for diversifying privileged and biorelevant heterocycle-containing molecules. Particularly, use the most abundant transition metal, iron, as a catalyst makes this process highly cost-effective sustainable. Recently, some progress has been realized towards direct under iron catalysis. Herein, we present developments in C–H bond functionalizations related reactions various by salts. This Synpacts categorized into different sections based on being functionalized, each section discussed type reaction catalyzed iron. 1 Introduction 2 Functionalization Indoles 2.1 Alkylation 2.2 Alkenylation 2.3 Other Reactions 3 Oxindoles Isatins 3.1 C–C Bond Formation 3.2 C–Heteroatom 4 Pyridines Furans 5 Azoles 6 Summary Outlook

Language: Английский

---

Electro-catalytic multicomponent reaction toward asymmetrical biaryls through heteroarylation of in situ generated fused polycyclic heteroaromatics

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(11), P. 2790 - 2797

Published: Jan. 1, 2023

A straightforward metal-, oxidant-free electrosynthesis of highly complex and asymmetrical biheterocyclics through arylation in situ generated fused polycyclics was developed.

Language: Английский

---