Aryl boronic acid-controlled divergent ring-contraction and ring-opening/isomerization reaction of tert-cyclobutanols enabled by nickel catalysis DOI

Zhichang He,

Zhengwen Wang,

Zhao Gao

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(32), С. 6493 - 6497

Опубликована: Янв. 1, 2023

In this work, we wish to present a nickel-catalyzed divergent ring-contraction and ring-opening/isomerization reaction of tert-cyclobutanols. The key control these two different pathways is choose appropriate boronic acid, where the use phenylboronic acid pyrimidin-5-ylboronic enables ring-opening reaction/isomerization, respectively. Both cyclopropyl aryl methanones 1-aryl butan-1-ones could be selectively obtained.

Язык: Английский

Construction of C−S and C−Se Bonds from Unstrained Ketone Precursors under Photoredox Catalysis DOI Creative Commons
Hao Wu, Shuguang Chen,

Chunni Liu

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(8)

Опубликована: Янв. 8, 2024

A mild photoredox catalyzed construction of sulfides, disulfides, selenides, sulfoxides and sulfones from unstrained ketone precursors is introduced. Combination this deacylative process with S

Язык: Английский

Процитировано

24

Catalytic desymmetrization reactions to synthesize all-carbon quaternary stereocentres DOI
Pengwei Xu, Feng Zhou, Lei Zhu

и другие.

Nature Synthesis, Год журнала: 2023, Номер 2(11), С. 1020 - 1036

Опубликована: Окт. 16, 2023

Язык: Английский

Процитировано

44

DFT study on isothiourea-catalyzed C–C bond activation of cyclobutenone: the role of the catalyst and the origin of stereoselectivity DOI

D.C. Li,

Yang Wang

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(13), С. 2662 - 2669

Опубликована: Янв. 1, 2024

The mechanism of organocatalytic C-C bond activation have been theoretically investigated.

Язык: Английский

Процитировано

9

Iron-catalyzed oxosulfonylation of alkynes with small-ring compounds and Na2S2O5 for the synthesis of β-keto sulfones DOI

Liu-Bin Li,

Hui Qiu,

Mu-Han Li

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(20), С. 5190 - 5197

Опубликована: Янв. 1, 2023

An efficient and rapid iron-catalyzed oxosulfonylation of alkynes with small-ring compounds Na 2 S O 5 for the synthesis β -keto sulfones has been developed.

Язык: Английский

Процитировано

12

Bicyclo[4.1.1]octanes via Strain-Storage Cyclobutanone-Alkyne Coupling and Its Enantioselective Strain-Release Transformation to Bicyclo[4.2.1]nonanes DOI

Hanlin Yang,

Lingfei Hu,

Gang Lü

и другие.

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 4901 - 4910

Опубликована: Март 7, 2025

Язык: Английский

Процитировано

0

Palladium-Catalyzed Enantioselective Ring-Opening/Cyanation of Cyclobutanones DOI
Gang Wang, Jie Yang, Ming Chen

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 9, 2025

Palladium-catalyzed asymmetric transformations involving cyanide anions remain a challenge due to the strong affinity between and palladium, which induces alterations in coordination sphere of palladium center. Herein, palladium-catalyzed enantioselective cyanation is achieved via ring-opening/cross-coupling process aryl halide-tethered cyclobutanones Zn(CN)2. This reaction demonstrated exhibit broad substrate scope robust enantioselectivity. The synthetic utility highlighted by converting product into amide, carboxylic acid, ester without racemization.

Язык: Английский

Процитировано

0

Construction of C−S and C−Se Bonds from Unstrained Ketone Precursors under Photoredox Catalysis DOI
Hao Wu, Shuguang Chen,

Chunni Liu

и другие.

Angewandte Chemie, Год журнала: 2024, Номер 136(8)

Опубликована: Янв. 5, 2024

Abstract A mild photoredox catalyzed construction of sulfides, disulfides, selenides, sulfoxides and sulfones from unstrained ketone precursors is introduced. Combination this deacylative process with S N 2 or coupling reactions provides novel convenient modular strategies toward unsymmetrical symmetric disulfides. Reactivity studies favor a bromine radical that initiates HAT (Hydrogen Atom Transfer) the aminal intermediate resulting in expulsion C‐centered intercepted to make C−S C−Se bonds. Gram scale reactions, broad substrate scope tolerance towards various functional groups render method appealing for future applications synthesis organosulfur selenium complexes.

Язык: Английский

Процитировано

1

T3P®-Assisted cascade synthesis of N-acyl α-cyanoamines, cyanoaryl amides and N-acyl cyanoarylamines: Application in making three pharmaceutically important molecules DOI

Manubolu Guravaiah,

Thondooru Sruthi,

Vinod D. Jadhav

и другие.

Sustainable Chemistry and Pharmacy, Год журнала: 2023, Номер 36, С. 101313 - 101313

Опубликована: Окт. 20, 2023

Язык: Английский

Процитировано

2

Palladium-Catalyzed Ring Opening of Cyclobutanones with Carbon- and Heteroatom-Centered Nucleophiles DOI
Yusuke Ano, Daichi Takahashi,

Kazumune Yo

и другие.

Synlett, Год журнала: 2023, Номер 34(20), С. 2486 - 2490

Опубликована: Июль 6, 2023

Abstract The transformation of cyclobutanones into acyclic carbonyl compounds through a Pd-catalyzed C–C bond cleavage is reported. use an N-heterocyclic carbene ligand efficiently promoted the ring opening and functionalization various cyclobutanones, not only with alcohols, but also N-centered nucleophiles, such as aniline or amide derivatives. Cyclobutanones were found to react arylboronic esters, resulting in production aryl ketones.

Язык: Английский

Процитировано

1

Palladium-Catalyzed Asymmetric Tandem Carbonylation–Heck Reaction of Cyclopentenes to Access Chiral Bicyclo[3.2.1]octenes DOI

Pengyun Liu,

Hongyue Dong,

Baihui Gong

и другие.

Organic Letters, Год журнала: 2024, Номер 26(39), С. 8244 - 8248

Опубликована: Сен. 23, 2024

A palladium-catalyzed asymmetric tandem carbonylation-Heck reaction of cyclopentenes with carbon monoxide (CO) has been disclosed. This desymmetrization procedure afforded a series bicyclo[3.2.1]octenes one chiral quaternary and tertiary center in good yields enantioselectivities. proceeds via an acyl-palladium intermediate, followed by migratory insertion the alkenes.

Язык: Английский

Процитировано

0