Photochemical Activation of a Hydroxyquinone-Derived Phenyliodonium Ylide by Visible Light: Synthetic and Mechanistic Investigations

2020 ◽  
Author(s):  
Mona Jalali ◽  
Curtis C. Ho ◽  
Rebecca O. Fuller ◽  
Nigel T. Lucas ◽  
Alireza Ariafard ◽  
...  
Keyword(s):  
Visible Light ◽  
Mechanistic Investigations ◽  
Photochemical Activation

Visible Light-Induced Sulfonylation/Arylation of Styrenes in a Double Radical Three-Component Photoredox Reaction

2019 ◽  
Author(s):  
Benjamin Lipp ◽  
Lisa Marie Kammer ◽  
Murat Kucukdisli ◽  
Adriana Luque ◽  
Jonas Kühlborn ◽  
...  
Keyword(s):  
Visible Light ◽  
Radical Formation ◽  
Three Component Reaction ◽  
Broad Variety ◽  
Styrene Derivatives ◽  
Mechanistic Investigations

Simultaneous sulfonylation/arylation of styrene derivatives is achieved in a photoredox-catalyzed three-component reaction using visible light. A broad variety of difunctionalized products is accessible in mostly excellent yields and high diastereoselectivity. The developed reaction is scalable and suitable for the modification of styrene-functionalized biomolecules. Mechanistic investigations suggest the transformation to be operating through a designed sequence of radical formation and radical combination.<br>

scholarly journals Cover Feature: Crystal‐to‐Crystal Synthesis of Photocatalytic Metal–Organic Frameworks for Visible‐Light Reductive Coupling and Mechanistic Investigations (ChemSusChem 13/2020)

ChemSusChem ◽  
2020 ◽  
Vol 13 (13) ◽  
pp. 3284-3284
Author(s):  
Luis Gutiérrez ◽  
Suvendu Sekhar Mondal ◽  
Alberto Bucci ◽  
Noufal Kandoth ◽  
Eduardo C. Escudero‐Adán ◽  
...  
Keyword(s):  
Visible Light ◽  
Metal Organic Frameworks ◽  
Reductive Coupling ◽  
Metal Organic ◽  
Crystal Synthesis ◽  
Mechanistic Investigations

Visible-Light-Mediated Metal-Free Synthesis of Aryl Phosphonates: Synthetic and Mechanistic Investigations

2018 ◽  
Vol 20 (14) ◽  
pp. 4164-4167 ◽  
Author(s):  
William Lecroq ◽  
Pierre Bazille ◽  
Fabrice Morlet-Savary ◽  
Martin Breugst ◽  
Jacques Lalevée ◽  
...  
Keyword(s):  
Visible Light ◽  
Metal Free ◽  
Mechanistic Investigations

Metal-Free, Visible Light-Photocatalyzed Synthesis of Benzo[b]phosphole Oxides: Synthetic and Mechanistic Investigations

2016 ◽  
Vol 138 (23) ◽  
pp. 7436-7441 ◽  
Author(s):  
Valentin Quint ◽  
Fabrice Morlet-Savary ◽  
Jean-François Lohier ◽  
Jacques Lalevée ◽  
Annie-Claude Gaumont ◽  
...  
Keyword(s):  
Visible Light ◽  
Metal Free ◽  
Mechanistic Investigations

scholarly journals Visible Light-Mediated [2+2] Cycloaddition for the Synthesis of Azetidines via Energy Transfer

2018 ◽  
Author(s):  
Marc R. Becker ◽  
Alistair D. Richardson ◽  
Corinna S. Schindler
Keyword(s):  
Energy Transfer ◽  
Visible Light ◽  
Functional Group ◽  
Transfer Mechanism ◽  
Synthetic Methods ◽  
Energy Transfer Mechanism ◽  
Triplet Energy ◽  
Mechanistic Investigations ◽  
Triplet Energy Transfer ◽  
Operational Simplicity

<p>Due to the lack of synthetic methods for their synthesis, azetidines are an underrepresented class of nitrogen-containing heterocycles. Herein, we describe the development of a mild, general protocol for the synthesis of azetidines relying on a visible light-mediated [2+2] cycloaddition between oximes and olefins catalyzed by an iridium photocatalyst. This approach is characterized by its operational simplicity, low catalyst loadings and functional group tolerance. Mechanistic investigations suggest that a triplet energy transfer mechanism is operative.<br></p>

scholarly journals Crystal‐to‐Crystal Synthesis of Photocatalytic Metal–Organic Frameworks for Visible‐Light Reductive Coupling and Mechanistic Investigations

ChemSusChem ◽  
2020 ◽  
Vol 13 (13) ◽  
pp. 3418-3428
Author(s):  
Luis Gutiérrez ◽  
Suvendu Sekhar Mondal ◽  
Alberto Bucci ◽  
Noufal Kandoth ◽  
Eduardo C. Escudero‐Adán ◽  
...  
Keyword(s):  
Visible Light ◽  
Metal Organic Frameworks ◽  
Reductive Coupling ◽  
Metal Organic ◽  
Crystal Synthesis ◽  
Mechanistic Investigations

ChemInform Abstract: Metal-Free, Visible Light-Photocatalyzed Synthesis of Benzo[b]phosphole Oxides: Synthetic and Mechanistic Investigations.

ChemInform ◽  
2016 ◽  
Vol 47 (48) ◽  
Author(s):  
Valentin Quint ◽  
Fabrice Morlet-Savary ◽  
Jean-Francois Lohier ◽  
Jacques Lalevee ◽  
Annie-Claude Gaumont ◽  
...  
Keyword(s):  
Visible Light ◽  
Metal Free ◽  
Mechanistic Investigations

scholarly journals Evolving Oxeto-Indolinic Polycycles from Indoles by Means of a Visible-Light [2+2] Heterocycloaddition Dearomatization Process

2020 ◽  
Author(s):  
Javier Mateos ◽  
Alberto Vega-Peñaloza ◽  
Pietro Franceschi ◽  
Francesco Rigodanza ◽  
Philip Andreetta ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Visible Light ◽  
High Yield ◽  
Aromatic Ketones ◽  
Visible Light Driven ◽  
Mechanistic Investigations

A large variety of highly functionalized N-containing polycycles (35 examples) are synthetized from simple indoles and aromatic ketones through a mild visible-light-driven [2+2]-heterocycloaddition process. Tetrahydrooxeto[2,3b]indole scaffolds, with up to three contiguous all-substituted stereo-centers are generated in high yield (up to >98%) and excellent site- regio- and diastereocontrol (>20:1). The use of visible light (405 or 465 nm) ensures enhanced performances by switching off undesired photodimerization reactions. Mechanistic investigations revealed that the operative reaction mechanism is dependent by the nature of the used ketone-substrate.

Visible Light-Induced Sulfonylation/Arylation of Styrenes in a Double Radical Three-Component Photoredox Reaction

2019 ◽  
Author(s):  
Benjamin Lipp ◽  
Lisa Marie Kammer ◽  
Murat Kucukdisli ◽  
Adriana Luque ◽  
Jonas Kühlborn ◽  
...  
Keyword(s):  
Visible Light ◽  
Radical Formation ◽  
Three Component Reaction ◽  
Broad Variety ◽  
Styrene Derivatives ◽  
Mechanistic Investigations

Simultaneous sulfonylation/arylation of styrene derivatives is achieved in a photoredox-catalyzed three-component reaction using visible light. A broad variety of difunctionalized products is accessible in mostly excellent yields and high diastereoselectivity. The developed reaction is scalable and suitable for the modification of styrene-functionalized biomolecules. Mechanistic investigations suggest the transformation to be operating through a designed sequence of radical formation and radical combination.<br>

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