Electrochemical Reductive Bimolecular Cycloaddition of 2-Arylideneindane-1,3-diones for the Synthesis of Spirocyclopentanole Indane-1,3-diones DOI

Luchao Li,

Binyan Xu,

Chenglong Jia

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 25, 2024

An electrochemical reductive bimolecular cycloaddition of 2-arylideneindane-1,3-diones has been reported for the synthesis spirocyclopentanole indane-1,3-diones bearing five contiguous stereocenters with vicinal tetrasubstituted stereocenters, especially involving a quaternary carbon center, in moderate to good yields and excellent diastereoselectivities. The present protocol features mild reaction conditions, no external chemical redox reagents, atom economy, gram-scale synthesis. In addition, mechanistic investigation indicates that reactions proceed through radical pathway.

Язык: Английский

Copper-catalyzed asymmetric [4 + 1] annulation of yne-allylic esters with pyrazolones DOI

Guang Xu,

Cuiju Zhu, Xiang Li

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110114 - 110114

Опубликована: Июнь 1, 2024

Язык: Английский

Процитировано

6

Construction of Amidines via palladium-catalyzed three-component reaction of Arylacetylenes, t-Butylisonitrile and O-benzoyl Hydroxylamines DOI
Jianquan Hong,

Feng Zheng,

Xiaoyu Wang

и другие.

Tetrahedron Letters, Год журнала: 2025, Номер unknown, С. 155534 - 155534

Опубликована: Март 1, 2025

Язык: Английский

Процитировано

0

Dialkylation of 1,3-Dienes with Aldehydes and Cyclopropanols toward Homoallylic Alcohols by Dual Photoredox and Chromium Catalysis DOI

Gaochen Xu,

Pei Guan,

Lu Deng

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 27, 2025

A visible-light-induced three-component coupling of aldehydes, 1,3-dienes, and cyclopropyl alcohols using dual photoredox chromium catalysis is herein described. This efficient protocol achieves the dialkylation 1,3-dienes toward 1,4-disubstituted homoallylic in moderate to good yields with excellent regioselectivity, featuring mild reaction conditions, functional group tolerance, gram-scale synthesis. Mechanistic study suggests that photoinduced sequential ring opening alcohol radical nucleophilic cascade addition are involved catalytic cycle.

Язык: Английский

Процитировано

0

Olefin skeletal rearrangement enabling access to multiarylated N-sulfonyl amidines DOI

Chen‐Chang Cui,

Feng Lin, Luyao Wang

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(11), С. 1492 - 1495

Опубликована: Янв. 1, 2024

A novel base-promoted olefin skeletal rearrangement strategy from para -quinone methides ( p -QMs) and N -fluoroarenesulfonamides is reported, enabling direct nitrogen insertion of olefins to produce multiarylated Z )- -sulfonyl amidines.

Язык: Английский

Процитировано

2

Oxidative spirolactonisation for modular access of γ-spirolactones via a radical tandem annulation pathway DOI
Jindian Duan,

Xiaojuan Ding,

Pui Ying Choy

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 35(10), С. 109565 - 109565

Опубликована: Фев. 1, 2024

Язык: Английский

Процитировано

2

Aerobic CuBr2-Catalyzed Oxidative Coupling Reaction of Amidines with Exocyclic α,β-Unsaturated Cycloketones for the Synthesis of Spiroimidazolines DOI
Feihong Huang, Mingjun Li,

Zeng‐Yang He

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(11), С. 6729 - 6735

Опубликована: Май 8, 2023

A CuBr2-catalyzed cascade reaction of amidines with exocyclic α,β-unsaturated cycloketones was developed, affording a large variety spiroimidazolines in moderate to excellent yields. The process involved the Michael addition and copper(II)-catalyzed aerobic oxidative coupling, which O2 from air acted as oxidant H2O sole byproduct.

Язык: Английский

Процитировано

4

Iodine promoted cyclization of N,N′-diphenylthiocarbamides with enaminones: a protocol for the synthesis of poly-substituted 2-iminothiazolines DOI

Xiao‐Hu Xu,

Zhi‐Bing Dong

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(43), С. 8533 - 8537

Опубликована: Янв. 1, 2022

An iodine promoted cyclization reaction between N , ′-diphenylthiocarbamides and enaminones was achieved, providing a series of poly-substituted 2-iminothiazolines.

Язык: Английский

Процитировано

4

Recent approaches for the synthesis of heterocycles from amidines via metal catalyzed C-H functionalization reaction DOI
Youpeng Zuo,

Pengfei Zuo,

Meijun Liu

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(25), С. 5014 - 5031

Опубликована: Янв. 1, 2024

Transition metal catalyzed C-H bond activation has become one of the most important tools for constructing new chemical bonds. Introducing directing groups to substrates is key a successful reaction, these can also be further transformed in reaction. Amidines with their unique structure and reactivity are ideal transition metal-catalyzed transformations. This review describes major advances mechanistic investigations activation/annulation tandem reactions amidines until early 2024, focusing on unsaturated compounds, such as alkynes, ketone, vinylene carbonate, cyclopropanols derivatives. Meanwhile this manuscript explores reaction different carbene precursors, example diazo azide, triazoles, pyriodotriazoles, sulfoxonium ylides well own activation/cyclization reactions. A bright outlook provided at end manuscript.

Язык: Английский

Процитировано

0

Electrochemical Reductive Bimolecular Cycloaddition of 2-Arylideneindane-1,3-diones for the Synthesis of Spirocyclopentanole Indane-1,3-diones DOI

Luchao Li,

Binyan Xu,

Chenglong Jia

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 25, 2024

An electrochemical reductive bimolecular cycloaddition of 2-arylideneindane-1,3-diones has been reported for the synthesis spirocyclopentanole indane-1,3-diones bearing five contiguous stereocenters with vicinal tetrasubstituted stereocenters, especially involving a quaternary carbon center, in moderate to good yields and excellent diastereoselectivities. The present protocol features mild reaction conditions, no external chemical redox reagents, atom economy, gram-scale synthesis. In addition, mechanistic investigation indicates that reactions proceed through radical pathway.

Язык: Английский

Процитировано

0