Dual N-Heterocyclic Carbene/Photoredox-Catalyzed Coupling of Acyl Fluorides and Alkyl Silanes DOI Creative Commons
Michael Jakob, Luca Steiner,

Marius Göbel

и другие.

ACS Catalysis, Год журнала: 2024, Номер unknown, С. 17642 - 17653

Опубликована: Ноя. 15, 2024

The combination of N-heterocyclic carbene (NHC) organocatalysis with photochemical activation is becoming increasingly established as an approach for conducting radical organic reactions under mild and practical conditions. As comparatively easy to prepare handle compounds, alkyl silanes are attractive substrates chemistry desilylative mesolysis the corresponding cations known be rapid. Here, we report successful application benzyl silane derivatives source radicals in dual NHC/photoredox-catalyzed radical–radical coupling acyl fluorides. Relatively electron-rich reacted smoothly afford ketones generally good yields, while optimization NHC photocatalyst allowed a wider scope including primary substrates. Furthermore, initial experiments revealed that organosilanes bearing N-, O- S-heteroatoms can also serve sources these

Язык: Английский

Catalytic Asymmetric Synthesis of β-Amino α-Tertiary Alcohol through Borrowing Hydrogen Amination DOI
Shahida Perveen, Tariq Ali, Talat S. Rahman

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Март 6, 2025

The first enantioconvergent transition-metal-catalyzed amination of racemic α-tertiary 1,2-diols providing access to vicinal β-amino alcohols is disclosed. iridium-catalyzed reaction proceeds through a chiral phosphoric acid-mediated borrowing hydrogen pathway with excellent yields and enantioselectivities for range amine nucleophiles 1,2-diols. An array were obtained high (50 examples up 91% yield 99% ee). These important amino alcohol products can be easily converted into ligands bioactive skeletons. Mechanistic investigations proposed dynamic kinetic resolution involving imine formation then reduction as the enantiodetermining step.

Язык: Английский

Процитировано

0

Linker engineering of ternary donor–acceptor photosensitizers in chem-stable metal–organic frameworks for efficient photo-catalytic aerobic oxidation DOI

Mingxue Shao,

Huadong Guo,

Runjie Bao

и другие.

Chemical Engineering Journal, Год журнала: 2025, Номер unknown, С. 163233 - 163233

Опубликована: Апрель 1, 2025

Язык: Английский

Процитировано

0

Organophotocatalyzed C‐Si Bond Fragmentation Using Silyl Ethers as Radical Precursors DOI Creative Commons
Adrián Luguera Ruiz,

Valentina Benazzi,

Federico Tucci

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(19), С. 4132 - 4138

Опубликована: Июль 19, 2024

Abstract In this work, silyl ethers of phenols and alcohols have been successfully prepared tested as neutral carbon (silicon) centered radical precursors. The organophotocatalyzed oxidation (by the Fukuzumi catalyst) these caused cleavage a C−Si (or Si−Si) bond for release desired to be used forging C( sp 3 ) −C( −Si) bonds via Giese reaction.

Язык: Английский

Процитировано

0

Unsaturated organosilanes: synthesis, transformations and applications DOI
Mikhail Yu. Moskalik, B. А. Shainyan

Russian Chemical Reviews, Год журнала: 2024, Номер 93(11), С. RCR5140 - RCR5140

Опубликована: Окт. 30, 2024

The urgency of improving the efficiency known methods and developing new ones for synthesis unsaturated silanes is caused by need to obtain useful compounds, including biologically active ones, on their basis. This review considers preparation silanes, transformations prospects use as precursors in organic organoelement synthesis. A large number substituted organosilicon products are given, those capable further functionalization formation heterocycles, silaheterocycles.<br> bibliography includes 205 references.

Язык: Английский

Процитировано

0

Dual N-Heterocyclic Carbene/Photoredox-Catalyzed Coupling of Acyl Fluorides and Alkyl Silanes DOI Creative Commons
Michael Jakob, Luca Steiner,

Marius Göbel

и другие.

ACS Catalysis, Год журнала: 2024, Номер unknown, С. 17642 - 17653

Опубликована: Ноя. 15, 2024

The combination of N-heterocyclic carbene (NHC) organocatalysis with photochemical activation is becoming increasingly established as an approach for conducting radical organic reactions under mild and practical conditions. As comparatively easy to prepare handle compounds, alkyl silanes are attractive substrates chemistry desilylative mesolysis the corresponding cations known be rapid. Here, we report successful application benzyl silane derivatives source radicals in dual NHC/photoredox-catalyzed radical–radical coupling acyl fluorides. Relatively electron-rich reacted smoothly afford ketones generally good yields, while optimization NHC photocatalyst allowed a wider scope including primary substrates. Furthermore, initial experiments revealed that organosilanes bearing N-, O- S-heteroatoms can also serve sources these

Язык: Английский

Процитировано

0