Recent progress and perspectives in photo-induced organic reactions of acylsilanes

WP Hong, HN Lim, I Shin - Organic Chemistry Frontiers, 2023 - pubs.rsc.org
Acylsilanes have been utilized in various transformations for the synthesis of functionalized
organosilicon derivatives due to their importance in medicinal and materials science. This …

Silicon‐Derived Singlet Nucleophilic Carbene Reagents in Organic Synthesis

DL Priebbenow - Advanced Synthesis & Catalysis, 2020 - Wiley Online Library
Over fifty years ago, the 1, 2‐rearrangement of acylsilanes was first described by Adrian
Brook and co‐workers. This rearrangement (now termed the Brook rearrangement) yields …

Diastereoselective Transfer of Tri (di) fluoroacetylsilanes‐Derived Carbenes to Alkenes

Y Zhang, G Zhou, X Gong, Z Guo, X Qi… - Angewandte …, 2022 - Wiley Online Library
Stereoselective cyclopropanation reaction of alkenes is usually achieved by metal
complexes via singlet‐metal‐carbene intermediates. However, previous transition‐metal …

Synthesis of Cyclopropenols Enabled by Visible‐Light‐Induced Organocatalyzed [2+ 1] Cyclization

G Zhou, X Shen - Angewandte Chemie, 2022 - Wiley Online Library
Although the synthesis of common cyclopropenes has been well studied, the access to
cyclopropenols is rather limited. Herein, we report the first synthesis of α‐trifluoromethylated …

Intramolecular photochemical [2+ 1]-cycloadditions of nucleophilic siloxy carbenes

A Bunyamin, C Hua, A Polyzos, DL Priebbenow - Chemical Science, 2022 - pubs.rsc.org
Visible light induced singlet nucleophilic carbenes undergo rapid [2+ 1]-cycloaddition with
tethered olefins to afford unique bicyclo [3.1. 0] hexane and bicyclo [4.1. 0] heptane …

Visible‐Light‐Induced Cycloaddition of α‐Ketoacylsilanes with Imines: Facile Access to β‐Lactams

JH Ye, P Bellotti, TO Paulisch… - Angewandte Chemie …, 2021 - Wiley Online Library
We report the synthesis of β‐lactams from α‐ketoacylsilanes and imines, which proceeds via
a formal [2+ 2] photochemical cycloaddition with in situ generation of siloxyketene. This mild …

The Indenyl Effect: Accelerated C−H Amidation of Arenes via Ind*RhIII Nitrene Transfer Catalysis**

L Atkin, DL Priebbenow - Angewandte Chemie, 2023 - Wiley Online Library
Investigations into C− H amidation reactions catalysed by cationic half‐sandwich d6 metal
complexes revealed that the indenyl‐derived catalyst [Ind* RhCl2] 2 significantly accelerated …

Visible photons as ideal reagents for the activation of coloured organic compounds

L Di Terlizzi, L Nicchio, S Protti… - Chemical Society Reviews, 2024 - pubs.rsc.org
In recent decades, the traceless nature of visible photons has been exploited for the
development of efficient synthetic strategies for the photoconversion of colourless …

Acylsilane Directed Rh-Catalyzed Arene C–H Alkylation with Maleimides and Visible-Light-Induced Siloxycarbene-Amide Cyclization:[3+ 2] Carbo-Annulation in Ru …

R Vaggu, N Thadem, M Rajesh, R Grée, S Das - Organic Letters, 2023 - ACS Publications
We herein demonstrate the acylsilane-directed Rh-catalyzed arene C–H bond alkylation
with maleimides. The resulting derivatives were utilized in visible-light-induced …

Visible-Light-Induced Carbene Insertion into P–H Bonds between Acylsilanes and H-Phosphorus Oxides

X Mo, Y Xie, L Wei, X Gu, M Zhang, X Zhang… - Organic …, 2023 - ACS Publications
An intriguing visible-light-induced strategy has been established for the P–H insertion
reaction between acylsilanes and H-phosphorus oxides that, upon a subsequent acidic …