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

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
NHC-Catalyzed Tandem Reaction: A Strategy for the Synthesis of 2-Pyrrolidinone-Functionalized Phenanthridines DOI
Nengneng Zhou, Lei Wang,

Fangli Zhao

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(23), С. 16556 - 16565

Опубликована: Ноя. 16, 2023

Herein, an N-heterocyclic carbene (NHC)-catalyzed tandem cyclization/addition/cyclization reaction of 2-isocyanobiaryls and α-bromo-N-cinnamylamides for the synthesis 2-pyrrolidinone-functionalized phenanthridines is developed. This protocol features a radical cascade process, broad substrate scope, good functional group compatibility under metal- oxidant-free conditions.

Язык: Английский

Процитировано

5
Synthesis of multisubstituted carbazol-4-amines from tetrahydrocarbazol-4-one oximes DOI
Jiahua Wang, Dandan Gao, Aanuoluwapo O. Oyejobi

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(10), С. 2821 - 2828

Опубликована: Янв. 1, 2024

A sequential synthetic method toward 1,3-disubstituted carbazol-4-amines is reported and an interesting C–S metathesis process disclosed.

Язык: Английский

Процитировано

1
Construction of Functionalized Oxindoles by Quinone-Carbonate Synergistically Triggered Intermolecular Radical Coupling DOI
Yun Qiu,

Zecheng Wu,

Xingyun Ou

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(17), С. 12753 - 12761

Опубликована: Авг. 27, 2024

We disclose a rapid and nontoxic procedure to construct various oxindoles. This method harnesses the power of catalytic amount quinone in synergy with Cs2CO3, showcasing remarkable compatibility wide range functional groups. Mechanistic investigations reveal that it operates via radical pathway, likely initiated by single-electron transfer from quinone-Cs2CO3 complexes. pivotal electron event leads generation crucial alkyl intermediate, contributing overall success efficacy transformation.

Язык: Английский

Процитировано

1
DFT study on stereoselective Rh-catalyzed intramolecular [2 + 2 + 2] cycloaddition of allene–ene–ynes DOI
Xinrui Zhu, De‐Cai Fang

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(11), С. 2624 - 2634

Опубликована: Янв. 1, 2023

CAT catalyzes the reaction of 1a to generate intermediate INT2, which is a common final products 2a and 3a.

Язык: Английский

Процитировано

2
Photoredox-catalyzed addition of isocyanides with boracene-based alkylborate: Construction of 6-alkylphenanthridine DOI

Li Liu,

Xingkang Yu,

Wenyan Zhao

и другие.

Tetrahedron Letters, Год журнала: 2023, Номер 134, С. 154881 - 154881

Опубликована: Дек. 9, 2023

Язык: Английский

Процитировано

2
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

Процитировано

0