Electrochemically Driven Regioselective Organoselenation for Selective Synthesis of Β-Hydroxy Substituted Selenylated Ketones DOI

Musarrat Fatma,

Faiz Ahmed Khan

Опубликована: Янв. 1, 2023

A simple yet efficient approach towards the synthesis of β-hydroxy selenylated ketones was developed from easily accessible chalcones and diphenyl diselenide through an electrochemical pathway. In this technique, water are source PhSe. hydroxyl (-OH) groups that can be inserted at α β positions respectively producing in moderate to good yields. The reaction features difunctionalization ketones, catalyst free, mild conditions, stereo regioselectivity undivided cell room temperature. For transformation, a plausible radical mechanism has been put out.

Язык: Английский

Selectfluor-Mediated Electrophilic Annulation of 2-Alkynyl Biaryls with Diorganyl Diselenides DOI

Qing-Xia Luo,

Hong‐Tao Ji,

Yuhan Lu

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(24), С. 16790 - 16796

Опубликована: Ноя. 28, 2023

A general and efficient method for the synthesis of various selanyl phenanthrenes/polycyclic heteroaromatics through electrophilic annulation 2-alkynyl biaryls with diorganyl diselenides under metal-free mild conditions was established. The sulfanyl phenanthrene also obtained in moderate yields.

Язык: Английский

Процитировано

22

Ring‐Opening Functionalization/Cyclization Reactions of Cycloalkanols under Transition‐Metal‐Free Conditions DOI

Wenjun Han,

Jun‐Long Zhan,

Fang‐Long Yang

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(9)

Опубликована: Фев. 8, 2024

Abstract Cycloalkanols ring‐opening transformation is one of the most valuable and wide area research. Among numerous methods that have been developed, transition‐metal‐free approaches attracted great interest from both chemists pharmacologists. This largely due to advantages being environmentally benign, cost‐effective operationally simple. Here we provide a comprehensive outline on recent advances in synthesis distally substituted ketones cyclic compounds via cycloalkanols under conditions.

Язык: Английский

Процитировано

6

Ring‐Opening Cross‐Coupling/Cyclization Reaction of Cyclopropanols with Organic Compounds DOI
Fatemeh Doraghi,

Seyedeh Pegah Aledavoud,

Azadeh Fakhrioliaei

и другие.

ChemistrySelect, Год журнала: 2023, Номер 8(32)

Опубликована: Авг. 23, 2023

Abstract Cyclopropanols, due to their particular chemistry, can participate in various synthetic reactions with retention or cleavage of the strained three‐membered ring. Direct cross‐coupling ring‐opening reaction such molecules access organic compounds, as ketones has great importance medicinal chemistry and material sciences. Hence, coupling reaction/cyclization cyclopropanols for constructing new valuable presence a transition metal catalyst under metal‐free conditions is described this context. The features are discussed, mechanisms challenging highlighted.

Язык: Английский

Процитировано

12

TEMPO Mediated Cyclopropanols Ring Opening C−N Cross‐Coupling with Nitrogen Nucleophiles DOI
Jun‐Long Zhan, Lin Zhu, Wei Ren

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(10), С. 1678 - 1684

Опубликована: Апрель 28, 2023

Abstract A feasible and umpolung strategy for the synthesis of structurally diverse β ‐amino ketones has been achieved through TEMPO mediated C−N coupling cyclopropanols with nitrogen nucleophiles. Mechanism studies indicated that in situ generated enones derived from are key intermediates play multiple roles, including radical initiator, trapping reagent, a porter ‐hydrogen an base. This protocol features broad substrate scope, good scalability to excellent yields provides alternative complementary approach important ketone scaffolds under metal additive‐free conditions. magnified image

Язык: Английский

Процитировано

11

Synthesis of β‐Hydroxyselenides via Electrochemical Hydroxyselenenylation of Alkenes with Diselenides and H2O DOI
Weiwei Li, Yingyuan Hu,

Junsheng Hou

и другие.

ChemistrySelect, Год журнала: 2024, Номер 9(5)

Опубликована: Фев. 2, 2024

Abstract A practical electrochemical method for the synthesis of β‐hydroxyselenides has been developed under an external oxidant‐free condition at room temperature air from alkenes with diselenides and H 2 O. radical mechanism is proposed this transformation gram‐scale reactions demonstrate practicability reaction.

Язык: Английский

Процитировано

3

Electrochemically driven regioselective organoselenation for selective synthesis of β- hydroxy substituted selanylated ketones DOI

Musarrat Fatma,

Faiz Ahmed Khan

Tetrahedron Letters, Год журнала: 2024, Номер 141, С. 155051 - 155051

Опубликована: Апрель 6, 2024

Язык: Английский

Процитировано

2

Reaction Pattern and Mechanistic Aspects of Iodine and Iodine-Based Reagents in Selenylation of Aliphatic, Aromatic, and (Hetero)Cyclic Systems DOI
P. Suresh Mohan Kumar, Aman Bhalla

Topics in Current Chemistry, Год журнала: 2024, Номер 382(2)

Опубликована: Апрель 8, 2024

Язык: Английский

Процитировано

2

Light-Driven Access to Selenium-Substituted Thiazole-2-imine Derivatives DOI

Tangle Li,

Dandan Hu, Yi‐Wen Huang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(8), С. 5328 - 5336

Опубликована: Апрель 10, 2024

The thiazole-2-imine derivatives with interesting pharmacological activities have attracted significant attention. However, previously reported synthesis strategies usually suffered from some drawbacks, such as the use of metals/additive and harsh reaction conditions. Herein, we developed a metal- photoinitiator-free photocatalytic strategy for various selenium-substituted first time. displayed mild conditions, simple operation, broad substrate scope (37 examples), good to excellent yields.

Язык: Английский

Процитировано

1

Palladium-catalyzed coupling of amides and cyclopropanols for the synthesis of γ-diketones DOI
Lili Fang,

Shuqi Jia,

Shuaixin Fan

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(69), С. 10392 - 10395

Опубликована: Янв. 1, 2023

A palladium catalytic method has been developed for the coupling of amides and cyclopropanols to γ-diketones, through simultaneous C-N C-C activation. Heteroatom ligand exchange heteroatom-to-carbon ligation mode switching enable achievement molecular cross-coupling in an amide N-atom structural context-dependent manner, avoiding any stoichiometric organometallic reagent or base.

Язык: Английский

Процитировано

3

Iron-catalyzed azidation of cyclobutanol by C C bond cleavage DOI
Xiaoyuan Liu, Limei Wang,

Jincheng Zhan

и другие.

Tetrahedron Letters, Год журнала: 2024, Номер 140, С. 155016 - 155016

Опубликована: Март 19, 2024

Язык: Английский

Процитировано

0