Visible light-mediated photolysis of organic molecules: the case study of diazo compounds

RDC Gallo, G Cariello, TAC Goulart… - Chemical …, 2023 - pubs.rsc.org
Considering the recent rapid advancement of synthetic technologies promoted by visible
light in the last 15 years, the use of photocatalysts has been rightfully justified based on the …

Visible Light-Induced Reactions of Diazo Compounds and Their Precursors

Z Zhang, V Gevorgyan - Chemical Reviews, 2024 - ACS Publications
In recent years, visible light-induced reactions of diazo compounds have attracted
increasing attention in organic synthesis, leading to improvement of existing reactions, as …

Visible-Light-Induced Imide Synthesis through a Nitrile Ylide Formation/Trapping Cascade

BG Cai, WZ Yao, L Li, J Xuan - Organic Letters, 2022 - ACS Publications
A visible-light-promoted three component reaction of diazo compounds, nitriles, and
carboxylic acids is reported. The reaction utilizes acceptor-only diazo compounds as …

Visible Light‐Mediated Cyclopropanation: Recent Progress

ZL Chen, Y Xie, J Xuan - European Journal of Organic …, 2022 - Wiley Online Library
Cyclopropanes are one of the most important strained rings existing in various
pharmaceutical products and secondary metabolites. They are also widely used in total …

A visible-light-promoted metal-free approach for N–H insertions by using donor/donor diazo precursors

Y Zhang, Q Li, P Wang, J Wang, J Lin, D Xia, EJ Hao… - Green …, 2024 - pubs.rsc.org
The metal-catalyzed carbenoid-based N–H insertions of α-stabilized diazo compounds and
relative precursors serve as robust strategies for the formation of C–N bonds. However …

A Computational Study on the Photochemical O–H Functionalization of Alcohols with Diazoacetates

C Pei, RM Koenigs - The Journal of Organic Chemistry, 2022 - ACS Publications
In this computational study, we provide a detailed analysis of the underlying reaction
mechanism and show that a singlet carbene is initially formed. Depending on the p KA of the …

Photochemical Intermolecular Cyclopropanation Reactions of Allylic Alcohols for the Synthesis of [3.1. 0]-Bicyclohexanes

C Pei, C Empel, RM Koenigs - Organic Letters, 2023 - ACS Publications
Cyclopropane-fused lactones are highly desirable in drug and natural products synthesis.
Herein, we report on a photochemical, chemoselective reaction of aryldiazoacetates with …

Photosensitizer-Free Photoinduced Ground-State Triplet Carbene-Assisted Persistent Aryloxy Radical Generation via Hydrogen Atom Transfer

D Laha, OS Bankar, S Santra, BS Navale… - Organic …, 2024 - ACS Publications
The traditional intermolecular O–H insertion strategy is typically associated with the reactivity
exhibited by the singlet spin state, or it can alter the spin state from triplet to singlet by …

Computationally Probing the Mechanism of the Blue-Light-Driven O–H Functionalization of Alcohols by Aryldiazoacetates: Photobasicity or Carbene Chemistry

GM Gallardo, DJ Ventura, AS Petit - The Journal of Organic …, 2022 - ACS Publications
Photochemistry provides green alternatives to traditional reaction conditions and opens up
routes toward products that are otherwise difficult to make. Recent work by Koenigs and co …

Theoretical studies to predict the utility of diazo esters in their reactions with 1, 4-quinones: experimental validation via a visible light driven metal free process

T Prabakar, S Bera, S Singh, A Srivastava… - Organic Chemistry …, 2023 - pubs.rsc.org
We report here theoretical and experimental studies that revealed two distinct modes of
reactivity of 1, 4-quinones (benzoquinone [BQ], 2-methyl benzoquinone [MBQ] …