Catalytic conversion of mixed polyolefins under mild atmospheric pressure DOI Creative Commons

Binzhi Zhao,

Hui Tan,

Jie Yang

и другие.

The Innovation, Год журнала: 2024, Номер 5(2), С. 100586 - 100586

Опубликована: Фев. 3, 2024

The chemical recycling of polyolefin presents a considerable challenge, especially as upcycling methods struggle with the reality that plastic wastes typically consist mixtures polyethylene (PE), polystyrene (PS), and polypropylene (PP). We report catalytic aerobic oxidative approach for polyolefins corresponding carboxylic acids product. This method encompasses three key innovations. First, it operates under atmospheric pressure mild conditions, using O

Язык: Английский

Dearomative ring expansion of thiophenes by bicyclobutane insertion DOI
Huamin Wang, Huiling Shao, Ankita Das

и другие.

Science, Год журнала: 2023, Номер 381(6653), С. 75 - 81

Опубликована: Июль 6, 2023

Skeletal ring enlargement is gaining renewed interest in synthetic chemistry and has recently focused on insertion of one or two atoms. Strategies for heterocyclic expansion through small-ring remain elusive, although they would lead to the efficient formation bicyclic products. Here, we report a photoinduced dearomative thiophenes by bicyclo[1.1.0]butanes produce eight-membered rings under mild conditions. The value, broad functional-group compatibility, excellent chemo- regioselectivity were demonstrated scope evaluation product derivatization. Experimental computational studies point toward photoredox-induced radical pathway.

Язык: Английский

Процитировано

116

Skeletal Editing: Interconversion of Arenes and Heteroarenes DOI Creative Commons
Ben W. Joynson, Liam T. Ball

Helvetica Chimica Acta, Год журнала: 2023, Номер 106(3)

Опубликована: Янв. 13, 2023

Abstract Skeletal editing involves making specific point‐changes to the core of a molecule through selective insertion, deletion or exchange atoms. It thus represents potentially powerful strategy for step‐economic modification complex substrates and is perfect complement methods such as C−H functionalization that target molecular periphery. Given their ubiquity in biologically active compounds, ability perform skeletal on – therefore interconvert between aromatic heterocycles especially valuable. This review summarizes both recent key historical examples applied interconversion rings; we anticipate it will serve highlight not only innovative enabling nature current methods, but also tremendous opportunities still exist field.

Язык: Английский

Процитировано

113

Skeletal Editing of Pyrimidines to Pyrazoles by Formal Carbon Deletion DOI
G. Logan Bartholomew, Filippo Carpaneto, Richmond Sarpong

и другие.

Journal of the American Chemical Society, Год журнала: 2022, Номер 144(48), С. 22309 - 22315

Опубликована: Ноя. 28, 2022

A method for the conversion of pyrimidines into pyrazoles by a formal carbon deletion has been achieved guided computational analysis. The pyrimidine heterocycle is most common diazine in FDA-approved drugs, and are diazole. An efficient to convert would therefore be valuable leveraging chemistries unique access diversified pyrazoles. One known, though it proceeds low yields requires harsh conditions. transformation reported here under milder conditions, tolerates wide range functional groups, enables simultaneous regioselective introduction N-substitution on resulting pyrazole. Key success this one-carbon room-temperature triflylation core, followed hydrazine-mediated skeletal remodeling.

Язык: Английский

Процитировано

105

Carbon-to-nitrogen single-atom transmutation of azaarenes DOI
Jisoo Woo, Colin Stein, Alec H. Christian

и другие.

Nature, Год журнала: 2023, Номер 623(7985), С. 77 - 82

Опубликована: Ноя. 1, 2023

Язык: Английский

Процитировано

89

Cobalt-Catalyzed Nitrogen Atom Insertion in Arylcycloalkenes DOI
Juanjuan Wang, Hong Lu, Yi He

и другие.

Journal of the American Chemical Society, Год журнала: 2022, Номер 144(49), С. 22433 - 22439

Опубликована: Ноя. 30, 2022

Developing strategies enabling the modification of underlying molecular frameworks facilitates access to underexplored chemical spaces. Skeletal editing is an emerging technology for late-stage diversification bioactive molecules. However, current state this knowledge remains undeveloped. This work describes a simple protocol that "inserts" nitrogen atom into arylcycloalkenes form corresponding N-heterocycles. The use inexpensive cobalt catalyst under aqueous and open-air conditions makes very practical. Examples compounds pharmaceutical interest complex fused ring further demonstrated potentially broad applicability methodology.

Язык: Английский

Процитировано

74

Nitrogen atom insertion into indenes to access isoquinolines DOI Creative Commons
Patrick Finkelstein, Julia C. Reisenbauer, Bence B. Botlik

и другие.

Chemical Science, Год журнала: 2023, Номер 14(11), С. 2954 - 2959

Опубликована: Янв. 1, 2023

We report a convenient protocol for nitrogen atom insertion into indenes to afford isoquinolines. The strategy further enables the synthesis of pyridines from cyclopentadienes and facile access 15 N labelled

Язык: Английский

Процитировано

70

Skeletal editing of pyridines through atom-pair swap from CN to CC DOI Creative Commons
Qiang Cheng,

Debkanta Bhattacharya,

Malte Haring

и другие.

Nature Chemistry, Год журнала: 2024, Номер 16(5), С. 741 - 748

Опубликована: Янв. 18, 2024

Abstract Skeletal editing is a straightforward synthetic strategy for precise substitution or rearrangement of atoms in core ring structures complex molecules; it enables quick diversification compounds that not possible by applying peripheral strategies. Previously reported skeletal common arenes mainly relies on carbene- nitrene-type insertion reactions rearrangements. Although powerful, efficient and applicable to late-stage heteroarene structure modification, these strategies cannot be used pyridines. Here we report the direct pyridines through atom-pair swap from CN CC generate benzenes naphthalenes modular fashion. Specifically, use sequential dearomatization, cycloaddition rearomatizing retrocycloaddition one-pot sequence transform parent into bearing diversified substituents at specific sites, as defined reaction components. Applications pyridine cores several drugs are demonstrated.

Язык: Английский

Процитировано

57

Carbon–Carbon Bond Cleavage for Late-Stage Functionalization DOI
Yu‐Feng Liang, Muhammad Bılal,

Le-Yu Tang

и другие.

Chemical Reviews, Год журнала: 2023, Номер 123(22), С. 12313 - 12370

Опубликована: Ноя. 9, 2023

Late-stage functionalization (LSF) introduces functional group or structural modification at the final stage of synthesis natural products, drugs, and complex compounds. It is anticipated that late-stage would improve drug discovery's effectiveness efficiency hasten creation various chemical libraries. Consequently, products a productive technique to produce product derivatives, which significantly impacts biology development. Carbon-carbon bonds make up fundamental framework organic molecules. Compared with carbon-carbon bond construction, activation can directly enable molecular editing (deletion, insertion, atoms groups atoms) provide more efficient accurate synthetic strategy. However, selective unstrained still one most challenging projects in synthesis. This review encompasses strategies employed recent years for cleavage by explicitly focusing on their applicability functionalization. expands current discourse reactions providing comprehensive overview types bonds. includes C-C(sp), C-C(sp2), C-C(sp3) single bonds; double triple bonds, focus catalysis transition metals organocatalysts. Additionally, specific topics, such as ring-opening processes involving three-, four-, five-, six-membered rings, are discussed, exemplar applications these techniques showcased context bioactive molecules discovery. aims shed light advancements field propose potential avenues future research realm

Язык: Английский

Процитировано

51

‘Almost magical’: chemists can now move single atoms in and out of a molecule’s core DOI Open Access

Mark Peplow

Nature, Год журнала: 2023, Номер 618(7963), С. 21 - 24

Опубликована: Май 31, 2023

Язык: Английский

Процитировано

49

Tunable molecular editing of indoles with fluoroalkyl carbenes DOI
Shaopeng Liu, Yong Yang, Qingmin Song

и другие.

Nature Chemistry, Год журнала: 2024, Номер 16(6), С. 988 - 997

Опубликована: Март 5, 2024

Язык: Английский

Процитировано

44