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

Organocatalyzed Hydroacylation of Enones by Photosensitization of Acyl Silanes DOI

Shiv Shankar Patel,

Samiksha Gupta,

Chandra Bhushan Tripathi

и другие.

Chemistry - An Asian Journal, Год журнала: 2024, Номер 19(11)

Опубликована: Апрель 11, 2024

A mild protocol for hydroacylation of enones through photosensitization acyl silanes with thioxanthone under blue light (455 nm) irradiation is reported. Brønsted acid used as a cocatalyst in the reaction. The versatility method demonstrated inter- and intramolecular product applied synthesizing an anti-HCV agent. Mechanistic insights are also provided control experiments.

Язык: Английский

Процитировано

4
Acylsilanes as Weakly Coordinating Directing Groups for Metal-Catalyzed C–H Functionalization DOI
Rowan L. Pilkington, Daniel L. Priebbenow

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 6881 - 6894

Опубликована: Апрель 14, 2025

Язык: Английский

Процитировано

0
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

3
Acylsilanes in Transition-Metal-Catalyzed and Photochemical Reactions: Clarifying Product Formation DOI
Liselle Atkin,

Hannah J. Ross,

Daniel L. Priebbenow

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(19), С. 14205 - 14209

Опубликована: Сен. 22, 2023

Acylsilanes are able to react as nucleophilic carbene precursors, electrophiles, and directing groups in C–H functionalization. To date, some of the products reportedly formed during transition-metal-catalyzed photochemical reactions involving acylsilanes have been incorrectly assigned. provide clarity, we herein address these structural misassignments detail revised structures. New insights into reactivity were also afforded via discovery that light-induced siloxy carbenes participate intramolecular 1,2-carbonyl addition proximal esters.

Язык: Английский

Процитировано

7
Hydrogen‐Bonding Organocatalysis Enabled Photocatalytic Intramolecular [2+2]‐Cycloaddition Reaction DOI Creative Commons

Stefania Perulli,

Om Desai, Sandra Ardevines

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(4), С. 751 - 756

Опубликована: Янв. 15, 2024

Abstract The combination of organocatalytic activation and photocatalysis for enabling the intramolecular [2+2]‐cycloaddition enone‐ene substrates bearing one Lewis base binding site is reported. While in a variety solvents poor conversion or no reaction takes place absence hydrogen bonding catalyst, corresponding ring‐fused cyclobutane products could be built moderate to good yields using synergistic dual iridium‐urea co‐catalytic system. Control mechanistic studies supported postulated interaction between organocatalyst substrate, which proved essential an efficient energy transfer from photosensitizer.

Язык: Английский

Процитировано

1
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