Iron‐Catalyzed Ring‐Opening/Allylation of Cycloalkyl Hydroperoxides with Allylic Sulfones DOI

Ming‐Hua Wang,

Jingqi Tao, Fan Yang

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2022, Номер 11(2)

Опубликована: Янв. 21, 2022

Abstract An efficient iron‐catalyzed allylation of cycloalkyl hydroperoxides with allylic sulfones via C−C bond cleavage is presented. This protocol provides an approach to a wide range distally allylated ketones good functional group tolerance and high regioselectivity under redox‐neutral conditions. Preliminary mechanistic study implies radical process might be involved in this reaction.

Язык: Английский

Metal-catalyzed asymmetric reactions enabled by organic peroxides DOI

Nengbo Zhu,

Huijie Yao,

Xiyu Zhang

и другие.

Chemical Society Reviews, Год журнала: 2024, Номер 53(5), С. 2326 - 2349

Опубликована: Янв. 1, 2024

This review summarizes the advances in metal-catalyzed asymmetric reactions enabled by organic peroxides that have been found to exhibit multifunctionalities, for instance, applied as stoichiometric reactants, reagents, or catalytic amount reagents.

Язык: Английский

Процитировано

19

Emerging Trends in Copper-Promoted Radical-Involved C–O Bond Formations DOI

Peng‐Zi Wang,

Jia‐Rong Chen, Wen‐Jing Xiao

и другие.

Journal of the American Chemical Society, Год журнала: 2023, Номер 145(32), С. 17527 - 17550

Опубликована: Авг. 2, 2023

The C–O bond is ubiquitous in biologically active molecules, pharmaceutical agents, and functional materials, thereby making it an important group. Consequently, the development of bond-forming reactions using catalytic strategies has become increasingly research topic organic synthesis because more conventional methods involving strong base acid have many limitations. In contrast to ionic-pathway-based methods, copper-promoted radical-mediated formation experiencing a surge interest owing renaissance free-radical chemistry photoredox catalysis. This Perspective highlights appraises state-of-the-art techniques this burgeoning field. contents are organized according different reaction types working models.

Язык: Английский

Процитировано

43

When all C–C breaks LO–Ose DOI Creative Commons

Jeremy H. Dworkin,

Brady W. Dehnert,

Ohyun Kwon

и другие.

Trends in Chemistry, Год журнала: 2023, Номер 5(3), С. 174 - 200

Опубликована: Фев. 14, 2023

Organic peroxides are becoming popular intermediates for novel chemical transformations. The weak O-O bond is readily reduced by transition metals, including iron and copper, to initiate a radical cascade process that breaks C-C bonds. Great potential exists the rapid generation of complexity, originating from ability couple resulting free radicals with wide range partners. First, this review article discusses history synthesis organic peroxides, providing context necessary understand methodology. Then, it highlights 91 examples recent applications functionalization bonds accessed through metal-mediated reduction peroxides. Finally, we provide some comments about safety when working

Язык: Английский

Процитировано

18

Synthetic utility of functionalized alkylsilyl peroxides for Fe-catalyzed and visible-light-promoted radical transformation DOI Creative Commons
Jiahao Liu,

Shiyong Liu,

Zhe Wang

и другие.

Chemical Science, Год журнала: 2024, Номер 15(13), С. 4757 - 4762

Опубликована: Янв. 1, 2024

α-Keto-, β-acetoxy- and β-amidoalkylsilyl peroxides are prepared from various precursors utilized for Fe-catalyzed visible-light-promoted radical functionalization with coupling partners under mild conditions a broad substrate scope.

Язык: Английский

Процитировано

4

NHC-catalyzed radical acylation of cycloalkyl silyl peroxides to access 1,6-,1,7-, and 1,8-diketones DOI
Chaolei Liu, Jingyi Wang, Xinlong Liu

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(88), С. 13175 - 13178

Опубликована: Янв. 1, 2023

An NHC organocatalytic radical acylation of cycloalkyl silyl peroxides with aldehydes was developed for the efficient and rapid synthesis long-chain 1,6-/1,7-/1,8-diketones, especially unsymmetrical ones.

Язык: Английский

Процитировано

9

The alkylation of phenol with methanol: Conversion of anisole and two-step reaction process on X zeolites DOI
Lei Li, Xianlong Gao, Fangtao Huang

и другие.

Applied Catalysis A General, Год журнала: 2025, Номер unknown, С. 120168 - 120168

Опубликована: Фев. 1, 2025

Язык: Английский

Процитировано

0

Copper-catalyzed radical ring-opening halogenation with HX DOI
Shuai Liu, Ming Bai, Peng‐Fei Xu

и другие.

Chemical Communications, Год журнала: 2021, Номер 57(69), С. 8652 - 8655

Опубликована: Янв. 1, 2021

An efficient copper-catalyzed radical ring-opening halogenation with HX (aq) is described. This protocol provides a practical access to distally chlorinated, brominated and iodinated alkyl ketones nitriles moderate good yields.

Язык: Английский

Процитировано

17

Ni-Catalyzed C(sp2)–H alkylation of N-quinolylbenzamides using alkylsilyl peroxides as structurally diverse alkyl sources DOI

Saori Tsuzuki,

Shunya Sakurai, Akira Matsumoto

и другие.

Chemical Communications, Год журнала: 2021, Номер 57(64), С. 7942 - 7945

Опубликована: Янв. 1, 2021

A Ni-catalyzed direct C–H alkylation of N-quinolylbenzamides using alkylsilyl peroxides as alkyl-radical precursors is described.

Язык: Английский

Процитировано

16

Iron-Catalyzed Thiolation and Selenylation of Cycloalkyl Hydroperoxides via C–C Bond Cleavage DOI

Qing-Xin Sun,

He Chen, Shuai Liu

и другие.

The Journal of Organic Chemistry, Год журнала: 2021, Номер 86(17), С. 11987 - 11997

Опубликована: Авг. 10, 2021

A cheap iron-catalyzed C–C bond cleavage/thiolation and selenylation of cycloalkyl hydroperoxides are presented. This redox-neutral protocol provides efficient access to diverse distal keto-functionalized thioethers selenium compounds. Remarkably, only some amounts disulfides required for this transformation.

Язык: Английский

Процитировано

15

A new approach for the copper-catalyzed functionalization of alkyl hydroperoxides with organosilicon compounds via in-situ-generated alkylsilyl peroxides DOI

Wenfeng Zhong,

Weiping Xu,

Qin Yang

и другие.

Tetrahedron, Год журнала: 2022, Номер 112, С. 132627 - 132627

Опубликована: Янв. 8, 2022

Язык: Английский

Процитировано

11