Transition-metal-free tandem cyclization by radical NHC catalysis: Rapid access to indolo[2,1‑a]isoquinolines DOI

Shuoqi Wang,

Chengming Wang

Tetrahedron Letters, Год журнала: 2024, Номер unknown, С. 155319 - 155319

Опубликована: Окт. 1, 2024

Язык: Английский

Visible-light-driven EDA complex-promoted cascade cyclization to construct 4-cyanoalkyl isoquinoline-1,3-diones DOI

Dong‐Liang Zhang,

Zhanggao Le,

Qing Li

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(21), С. 2958 - 2961

Опубликована: Янв. 1, 2024

Visible-light-driven EDA complex-promoted ring-opening of cycloketone oxime esters to synthesise various 4-cyanoalkylated isoquinoline-1,3-diones with acryloylbenzamides was developed.

Язык: Английский

Процитировано

10
NHC-Catalyzed Regioselective Intramolecular Radical Cyclization Reaction for the Synthesis of Benzazepine Derivatives DOI
Nengneng Zhou,

Fangli Zhao,

Lei Wang

и другие.

Organic Letters, Год журнала: 2023, Номер 25(32), С. 6072 - 6076

Опубликована: Авг. 8, 2023

A novel and efficient strategy for the synthesis of a series structurally interesting benzazepine derivatives via an N-heterocyclic carbene-catalyzed regioselective intramolecular radical cyclization has been developed. This protocol features good regioselectivity, functional-group compatibility, wide substrate scope, providing transition-metal- oxidant-free pathway to access seven-membered rings under mild reaction conditions. Additionally, further transformation benzazepines large-scale experiment were also conducted.

Язык: Английский

Процитировано

12
Redox-Neutral Cyclization of 2-Isocyanobiaryls through Photoredox/PPh3 Dual Catalysis DOI
Xiaoting Wu, Pu Chen,

Mengran Gan

и другие.

Organic Letters, Год журнала: 2023, Номер 25(51), С. 9186 - 9190

Опубликована: Дек. 15, 2023

The photoredox/PPh3-mediated cyclization of 2-isocyanobiaryls has been developed. A substantial range functional-group-rich phenanthridine derivatives were synthesized at room temperature in a highly selective and atom-economic manner. Mechanistic studies suggested that the process is probably mediated both by Ph3P radical cation with key 1,2-hydride transfer hydrogen atom generated through O–H bond homolytic cleavage Ph3P–OH intermediate.

Язык: Английский

Процитировано

11
Construction of all-carbon quaternary center by NHC-catalyzed Heck-type C–H tertiary alkylation DOI Creative Commons

Tinglan Liu,

Pan Yue, Chengming Wang

и другие.

Tetrahedron Chem, Год журнала: 2025, Номер unknown, С. 100124 - 100124

Опубликована: Фев. 1, 2025

Язык: Английский

Процитировано

0
Visible-light-induced radical cascade cyclization of 2-isocyanobiaryls via 1,5-hydrogen atom transfer (1,5-HAT) DOI

Yafei Zhu,

Penghua Zhang,

Xingqin Tian

и другие.

Organic Chemistry Frontiers, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

We reported the first example of visible-light-induced radical cascade cyclization 2-isocyanobiaryls via 1,5-HAT, which is characterized by broad substrate scope, excellent functional group compatibility and no requirement any metals base.

Язык: Английский

Процитировано

0
1,2-Aminoalkylacylation of styrenes by cooperative NHC/photoredox dual catalysis DOI
Lili Wu, Chengming Wang

Synthetic Communications, Год журнала: 2025, Номер unknown, С. 1 - 9

Опубликована: Апрель 3, 2025

Язык: Английский

Процитировано

0
Visible Light-Induced Tandem Radical Cyclization for the Synthesis of 2-(3-Cyanoalkyl)Substituted Quinoline Derivatives DOI
Guichao Wang, Guanzhong Chen, M. J. Guo

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 7, 2025

A highly efficient 6-endo-trig radical cyclization reaction between cyclobutanone oximes and 1-isocyano-2-vinylbenzenes via visible light-induced photoredox catalysis has been realized in the presence of 2 mol % fac-Ir(ppy)3 as photocatalyst, which gave rise to a variety 2-(3-cyanoalkyl)substituted quinoline derivatives with moderate excellent yields under mild conditions.

Язык: Английский

Процитировано

0
The cascade annulation approach to quinoxalines by radical NHC catalysis DOI Creative Commons

Tinglan Liu,

Chengming Wang

Green Synthesis and Catalysis, Год журнала: 2025, Номер unknown

Опубликована: Май 1, 2025

Язык: Английский

Процитировано

0
N-Heterocyclic Carbene Catalysis for Polycyclic Benzazepines Assembly: Regioselective Intramolecular Tandem Radical Cyclization DOI
Zhiming Feng, Lili Wu,

Cong‐Ying Zhou

и другие.

Organic Letters, Год журнала: 2024, Номер 26(42), С. 9068 - 9072

Опубликована: Окт. 11, 2024

A variety of polycyclic benzazepines were rapidly constructed by NHC-catalyzed regioselective redox-neutral intramolecular tandem cyclization. Initial mechanistic studies revealed that a SET radical process was possibly involved.

Язык: Английский

Процитировано

2
Regioselective Synthesis of Phenanthridines via Pd(II)-Catalyzed Annulative C(sp2)–H Activation DOI
Anamika Yadav,

Surabhi Upadhyay,

Ruchir Kant

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(19), С. 13568 - 13583

Опубликована: Сен. 22, 2023

A robust synthesis of phenanthridines has been described via Pd(II)-catalyzed domino C(sp2)–H activation/N-arylation using oxime esters with aryl acyl peroxides in a highly regioselective manner. This protocol is compatible acetophenone as well benzophenone-derived and allows modular construction functionalized wide tolerance electronic functionality. Further transformations were conducted to synthesize key building blocks, control experiments performed understand the plausible reaction mechanism.

Язык: Английский

Процитировано

5