Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Photoredox-Mediated Net-Neutral Radical/Polar Crossover Reactions.

Literature DB >> 33986554

Photoredox-Mediated Net-Neutral Radical/Polar Crossover Reactions.

Abstract

Radical/Polar Crossover (RPC) chemistry is a rapidly growing subset of photoredox catalysis that is characterized by transformations featuring both radical and ionic modes of reactivity. Net-neutral RPC is particularly interesting in that both the single-electron oxidation and reduction steps occur through interaction with the photocatalyst, thus precluding the need for exogenous oxidants or reductants. As such, these transformations facilitate rapid incorporation of molecular complexity while maintaining mild reaction conditions. This review covers recent advances in photoredox-mediated net-neutral RPC synthetic methods, with a particular emphasis on C-C bond-forming reactions.

Entities: Chemical

Keywords: catalysis; photoredox catalysis; radical; radical polar crossover; redox-neutral

Year: 2020 PMID： 33986554 PMCID： PMC8115720 DOI： 10.1002/ijch.201900166

Source DB: PubMed Journal: Isr J Chem ISSN： 0021-2148 Impact factor: 3.333

49 in total

1. Synthetic Applications of Proton-Coupled Electron Transfer.

Authors: Emily C Gentry; Robert R Knowles
Journal: Acc Chem Res Date: 2016-07-29 Impact factor: 22.384

2. A photoredox catalyzed iminyl radical-triggered C-C bond cleavage/addition/Kornblum oxidation cascade of oxime esters and styrenes: synthesis of ketonitriles.

Authors: Bin-Qing He; Xiao-Ye Yu; Peng-Zi Wang; Jia-Rong Chen; Wen-Jing Xiao
Journal: Chem Commun (Camb) Date: 2018-10-25 Impact factor: 6.222

3. The Prowess of Photogenerated Amine Radical Cations in Cascade Reactions: From Carbocycles to Heterocycles.

Authors: Scott A Morris; Jiang Wang; Nan Zheng
Journal: Acc Chem Res Date: 2016-08-18 Impact factor: 22.384

4. Exploration of Visible-Light Photocatalysis in Heterocycle Synthesis and Functionalization: Reaction Design and Beyond.

Authors: Jia-Rong Chen; Xiao-Qiang Hu; Liang-Qiu Lu; Wen-Jing Xiao
Journal: Acc Chem Res Date: 2016-08-23 Impact factor: 22.384

5. Reversal of the apparent regiospecificity of NAD(P)H-dependent hydride transfer: the properties of the difluoromethylene group, a carbonyl mimic.

Authors: Caroline Leriche; Xuemei He; Cheng-Wei T Chang; Hung-Wen Liu
Journal: J Am Chem Soc Date: 2003-05-28 Impact factor: 15.419

6. Merging Visible Light Photoredox and Gold Catalysis.

Authors: Matthew N Hopkinson; Adrian Tlahuext-Aca; Frank Glorius
Journal: Acc Chem Res Date: 2016-09-09 Impact factor: 22.384

7. Visible-light-induced formal [3+2] cycloaddition for pyrrole synthesis under metal-free conditions.

Authors: Jun Xuan; Xu-Dong Xia; Ting-Ting Zeng; Zhu-Jia Feng; Jia-Rong Chen; Liang-Qiu Lu; Wen-Jing Xiao
Journal: Angew Chem Int Ed Engl Date: 2014-04-11 Impact factor: 15.336

8. Visible-light promoted γ-cyanoalkyl radical generation: three-component cyanopropylation/etherification of unactivated alkenes.

Authors: Linyong Li; Haoguo Chen; Mingjing Mei; Lei Zhou
Journal: Chem Commun (Camb) Date: 2017-10-19 Impact factor: 6.222

5. Photoinduced 1,2-dicarbofunctionalization of alkenes with organotrifluoroborate nucleophiles via radical/polar crossover.

Authors: María Jesús Cabrera-Afonso; Anasheh Sookezian; Shorouk O Badir; Mirna El Khatib; Gary A Molander
Journal: Chem Sci Date: 2021-06-07 Impact factor: 9.969

5 in total

Photoredox-Mediated Net-Neutral Radical/Polar Crossover Reactions.

1. Synthetic Applications of Proton-Coupled Electron Transfer.

2. A photoredox catalyzed iminyl radical-triggered C-C bond cleavage/addition/Kornblum oxidation cascade of oxime esters and styrenes: synthesis of ketonitriles.

3. The Prowess of Photogenerated Amine Radical Cations in Cascade Reactions: From Carbocycles to Heterocycles.

4. Exploration of Visible-Light Photocatalysis in Heterocycle Synthesis and Functionalization: Reaction Design and Beyond.

5. Reversal of the apparent regiospecificity of NAD(P)H-dependent hydride transfer: the properties of the difluoromethylene group, a carbonyl mimic.

6. Merging Visible Light Photoredox and Gold Catalysis.

7. Visible-light-induced formal [3+2] cycloaddition for pyrrole synthesis under metal-free conditions.

8. Visible-light promoted γ-cyanoalkyl radical generation: three-component cyanopropylation/etherification of unactivated alkenes.

9. Iodine(III) Reagents in Radical Chemistry.

Review 10. Reductive radical-polar crossover: traditional electrophiles in modern radical reactions.

1. Catalytic defluorinative ketyl-olefin coupling by halogen-atom transfer.

2. Halogen-bond-assisted radical activation of glycosyl donors enables mild and stereoconvergent 1,2-cis-glycosylation.

3. Photoredox-mediated hydroalkylation and hydroarylation of functionalized olefins for DNA-encoded library synthesis.

Review 4. Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C-H Bonds Elaboration.

5. Photoinduced 1,2-dicarbofunctionalization of alkenes with organotrifluoroborate nucleophiles via radical/polar crossover.