Journal of Organometallic Chemistry, Год журнала: 2021, Номер 951, С. 122008 - 122008
Опубликована: Июль 30, 2021
Язык: Английский
Chemical Reviews, Год журнала: 2024, Номер 124(9), С. 6078 - 6144
Опубликована: Апрель 17, 2024
Alcohols are abundant and attractive feedstock molecules for organic synthesis. Many methods their functionalization require them to first be converted into a more activated derivative, while recent years have seen vast increase in the number of complexity-building transformations that directly harness unprotected alcohols. This Review discusses how transition metal catalysis can used toward this goal. These broadly classified three categories. Deoxygenative functionalizations, representing derivatization C–O bond, enable alcohol act as leaving group formation new C–C bonds. Etherifications, characterized by O–H represent classical reactivity has been modernized include mild reaction conditions, diverse partners, high selectivities. Lastly, chain reactions described, wherein acts mediator formal C–H alkyl backbone. Each these classes transformation will discussed context intermolecular arylation, alkylation, related reactions, illustrating alcohols harnessed
Язык: Английский
Процитировано
39
Dalton Transactions, Год журнала: 2024, Номер 53(7), С. 3236 - 3243
Опубликована: Янв. 1, 2024
A quinoline-based pincer Mn catalyst for α-alkylation of methyl ketones using primary alcohols as alkyl surrogates is presented. The C–C bond formation reaction proceeds via a hydrogen auto-transfer protocol, generating water the only by-product.
Язык: Английский
Процитировано
6
The Journal of Organic Chemistry, Год журнала: 2021, Номер 86(9), С. 6994 - 7001
Опубликована: Апрель 27, 2021
Commercially available [(PPh3)2NiCl2] was found to be an efficient catalyst for the mono-N-alkylation of (hetero)aromatic amines, employing alcohols deliver diverse secondary including drug intermediates chloropyramine (5b) and mepyramine (5c), in excellent yields (up 97%) via borrowing hydrogen strategy. This method shows a superior activity (TON up 10000) with broad substrate scope at low loading 1 mol % short reaction time. Further, this strategy is also successful accessing various quinoline derivatives following acceptorless dehydrogenation pathway.
Язык: Английский
Процитировано
33
Organic & Biomolecular Chemistry, Год журнала: 2021, Номер 19(33), С. 7217 - 7233
Опубликована: Янв. 1, 2021
Herein we report nickel-catalyzed sustainable synthesis of a few chosen five-membered fused nitrogen heterocycles such as benzimidazole, purine, benzothiazole, and benzoxazole via acceptorless dehydrogenative functionalization alcohols. Using bench stable, easy to prepare, inexpensive Ni(ii)-catalyst, [Ni(MeTAA)] (1a), featuring tetraaza macrocyclic ligand (tetramethyltetraaza[14]annulene (MeTAA)), wide variety polysubstituted derivatives were prepared coupling alcohols with 1,2-diaminobenzene, 4,5-diaminopyrimidine, 2-aminothiphenol, 2-aminophenol, respectively. A array benzimidazoles also borrowing hydrogen approach involving donors 2-nitroanilines acceptors. control experiments performed understand the reaction mechanism.
Язык: Английский
Процитировано
31
Catalysis Science & Technology, Год журнала: 2021, Номер 12(1), С. 67 - 74
Опубликована: Ноя. 10, 2021
A series of simple and electronically tuneable cyclometalated Ru II –NHC complexes have been explored as efficient catalysts for various C–C/N bond forming reactions via a BH methodology.
Язык: Английский
Процитировано
30
ChemCatChem, Год журнала: 2024, Номер 16(12)
Опубликована: Фев. 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
Язык: Английский
Процитировано
4
Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(8), С. 2397 - 2417
Опубликована: Янв. 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.
Язык: Английский
Процитировано
4
Organic Letters, Год журнала: 2024, Номер 26(11), С. 2297 - 2302
Опубликована: Март 11, 2024
We report a deoxygenative amidation reaction of alcohols with carbamoyl chlorides to afford amides through nickel–photoredox dual catalysis. Good excellent yields can be obtained even for diverse complex sugar and steroid derivatives. The is scalable, the synthetic utility was demonstrated by homologation deliver several important γ-amino synthetically challenging bioactive compound intermediate.
Язык: Английский
Процитировано
4
Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(9), С. 1945 - 1951
Опубликована: Янв. 1, 2022
Ru II -Complexes of a heteroditopic NHC ligand, featuring ImNHC and tzNHC donors, were noted to be very efficient catalysts (up 0.001 mol%) for β-alkylation secondary alcohols one pot synthesis diverse 2-alkylaminoquinoline derivatives.
Язык: Английский
Процитировано
16
Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(25), С. 5112 - 5116
Опубликована: Янв. 1, 2024
An air-stable quinoline-derived NNP ligand chelated Mn catalyst was developed for the efficient α-alkylation of ketones with primary alcohols
Язык: Английский
Процитировано
3