Oxidative alkylation of alkenes with carbonyl compounds through concomitant 1,2-aryl migration by photoredox catalysis

2020 ◽  
Vol 44 (37) ◽  
pp. 16031-16035
Author(s):  
Zhaowei Lin ◽  
Maojian Lu ◽  
Boyi Liu ◽  
Jing Gao ◽  
Mingqiang Huang ◽  
...  
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Carbonyl Compounds ◽  
Light Irradiation ◽  
Photoredox Catalysis ◽  
Diaryliodonium Salt ◽  
Oxidative Alkylation ◽  
Organic Fluorophore

An efficient protocol for the construction of 1,5-diketones was realized in the presence of organic fluorophore 4CzIPN, diaryliodonium salt, and visible light irradiation.

Visible photostability of some ruthenium and platinum phthalocyanines in water and in the presence of organic substrates

2010 ◽  
Vol 14 (06) ◽  
pp. 499-508 ◽  
Author(s):  
Manuela Carchesio ◽  
Lucia Tonucci ◽  
Nicola d'Alessandro ◽  
Antonino Morvillo ◽  
Piero Del Boccio ◽  
...  
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Carbonyl Compounds ◽  
Furfuryl Alcohol ◽  
Phenylacetic Acid ◽  
Water Soluble ◽  
Light Irradiation ◽  
Organic Substrates ◽  
Visible Spectra ◽  
Trapping Agent

Water-soluble, metal-tetrasubstituted phthalocyanines ( -SO3H , MPcS and -COOH , MPcC) of platinum and ruthenium were synthesized and their photostability to visible light irradiation was determined. For the ruthenium phthalocyanines, the characteristic visible Q band of the phthalocyanines was almost totally suppressed after five days of irradiation. The platinum derivatives were instead more resistant to photodegradation, and the Q band did not decrease by more than 25%. The addition of carbonyl compounds to the phthalocyanine solution in water (at concentrations at least 1400-fold those of the phthalocyanines) dramatically accelerated the photobleaching of these phthalocyanine complexes. PtPcS turned from blue to green and to colorless with one day of visible-light irradiation in the presence of acetone. This effect decreased with the increase in molecular weight of the ketones (from acetone to 2-pentanone). The addition of alcohols (i.e. 1-butanol) or other organics (i.e. phenylacetic acid) did not affect the photostability of these metal-tetrasubstituted phthalocyanines. Dioxygen also had an important role, as when the solutions of phthalocyanines were carefully deaerated before irradiation, the visible spectra were preserved. The platinum phthalocyanines, as with the palladium analogs, sensitize the photoproduction of 1O2 , as shown by the formation of endoperoxide and its rearranged products in the presence of furfuryl alcohol (a singlet oxygen trapping agent).

scholarly journals Tertiary amine mediated aerobic oxidation of sulfides into sulfoxides by visible-light photoredox catalysis on TiO2

2015 ◽  
Vol 6 (8) ◽  
pp. 5000-5005 ◽  
Author(s):  
Xianjun Lang ◽  
Wei Hao ◽  
Wan Ru Leow ◽  
Shuzhou Li ◽  
Jincai Zhao ◽  
...  
Keyword(s):  
Visible Light ◽  
Tertiary Amine ◽  
Visible Light Irradiation ◽  
Aerobic Oxidation ◽  
Light Irradiation ◽  
Photoredox Catalysis ◽  
Synergistic Catalysis ◽  
Oxidation Of Sulfides ◽  
Selective Aerobic Oxidation

The selective aerobic oxidation of sulfides into sulfoxides on TiO2 under visible-light irradiation was accomplished through synergistic catalysis with triethylamine.

scholarly journals Synthesis of nitrogen heterocycles via α-aminoalkyl radicals generated from α-silyl secondary amines under visible light irradiation

2014 ◽  
Vol 50 (64) ◽  
pp. 8900-8903 ◽  
Author(s):  
Kazunari Nakajima ◽  
Mai Kitagawa ◽  
Yuya Ashida ◽  
Yoshihiro Miyake ◽  
Yoshiaki Nishibayashi
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Carbonyl Compounds ◽  
Nitrogen Heterocycles ◽  
Light Irradiation ◽  
Secondary Amines ◽  
One Pot

We have succeeded in the visible light-mediated synthetic use of α-aminoalkyl radicals derived from α-silyl secondary amines toward addition to α,β-unsaturated carbonyl compounds. The resulting γ-aminocarbonyl compounds are converted into γ-lactams and pyrroles in a one-pot process.

Synthesis of trifluoroalkyl or difluoroalkyl phenanthridine derivatives via cascade reaction using an intramolecular cyano group as a radical acceptor under photoredox catalysis

2018 ◽  
Vol 16 (3) ◽  
pp. 414-423 ◽  
Author(s):  
Xu Liu ◽  
Zhongjie Wu ◽  
Zeguo Zhang ◽  
Ping Liu ◽  
Peipei Sun
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Cyano Group ◽  
Cascade Reaction ◽  
Light Irradiation ◽  
Photoredox Catalysis ◽  
Cascade Cyclization ◽  
Radical Acceptor ◽  
Cyclization Process

In the presence of Ru(phen)3Cl2 or fac-Ir(ppy)3 under visible-light irradiation, the addition of fluorinated radicals to N-arylacrylamides followed by an intramolecular cyano group insertion cascade cyclization process produced the target compounds in moderate to good yields.

Self-assembly of graphene-encapsulated antimony sulfide nanocomposites for photoredox catalysis: boosting charge transfer via interface configuration modulation

2019 ◽  
Vol 43 (35) ◽  
pp. 13837-13849 ◽  
Author(s):  
Bei-Bei Zhang ◽  
Ming-Hui Huang ◽  
Xiao-Cheng Dai ◽  
Tao Li ◽  
Yu-Bing Li ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Self Assembly ◽  
Light Irradiation ◽  
Photoredox Catalysis ◽  
Antimony Sulfide

Charge transfer over Sb2S3–GR nanocomposites was tuned by exquisite interface configuration engineering, which results in enhanced photoredox performances under visible light irradiation.

Radical alkylation of isocyanides with amino acid-/peptide-derived Katritzky salts via photoredox catalysis

2019 ◽  
Vol 17 (6) ◽  
pp. 1531-1534 ◽  
Author(s):  
Ze-Fan Zhu ◽  
Miao-Miao Zhang ◽  
Feng Liu
Keyword(s):  
Amino Acid ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Bond Activation ◽  
Light Irradiation ◽  
Photoredox Catalysis ◽  
Amino Acid Peptide

A mild and practical protocol is developed for the synthesis of functionalized phenanthridines via C(sp3)–N bond activation upon visible-light irradiation.

Photoredox-catalyzed hydrosulfonylation reaction of electron-deficient alkenes with substituted Hantzsch esters and sulfur dioxide

2019 ◽  
Vol 55 (43) ◽  
pp. 6010-6013 ◽  
Author(s):  
Xuefeng Wang ◽  
Min Yang ◽  
Wenlin Xie ◽  
Xiaona Fan ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Light Irradiation ◽  
Photoredox Catalysis

A sulfonylation reaction of 4-substituted Hantzsch esters, DABCO·(SO2)2, and electron-deficient alkenes at room temperature in the presence of photoredox catalysis under visible light irradiation is described.

Mesoporous (001)-TiO2 nanocrystals with tailored Ti3+ and surface oxygen vacancies for boosting photocatalytic selective conversion of aromatic alcohols

2021 ◽  
Vol 11 (8) ◽  
pp. 2939-2947
Author(s):  
Dianfeng Li ◽  
Jinguo Wang ◽  
Fengxia Xu ◽  
Nianchen Zhang ◽  
Yong Men
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Carbonyl Compounds ◽  
Oxygen Vacancies ◽  
Light Irradiation ◽  
Water Medium ◽  
Surface Oxygen ◽  
Tio2 Nanocrystals ◽  
Selective Conversion ◽  
Aromatic Alcohols

Mesoporous (001)-TiO2 nanocrystals with tailored Ti3+ and surface oxygen vacancies exhibited remarkably boosted photoactivity for selective conversion of aromatic alcohols to carbonyl compounds in water medium under visible-light irradiation.

Substituted Hantzsch esters as radical reservoirs with the insertion of sulfur dioxide under photoredox catalysis

2019 ◽  
Vol 55 (14) ◽  
pp. 2062-2065 ◽  
Author(s):  
Xuefeng Wang ◽  
Haozhe Li ◽  
Guanyinsheng Qiu ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Light Irradiation ◽  
Photoredox Catalysis ◽  
Three Component Reaction ◽  
Vinyl Azides

A three-component reaction between 4-substituted Hantzsch esters, DABCO·(SO2)2, and vinyl azides in the presence of photoredox catalysts under visible light irradiation is developed. A range of (Z)-2-(alkylsulfonyl)-1-arylethen-1-amines is obtained in moderate to good yields with good regioselectivity and stereoselectivity.

Elegant Z-scheme-dictated g-C3N4 enwrapped WO3 superstructures: a multifarious platform for versatile photoredox catalysis

2017 ◽  
Vol 5 (30) ◽  
pp. 15601-15612 ◽  
Author(s):  
Zhi-Yu Liang ◽  
Jin-Xin Wei ◽  
Xiu Wang ◽  
Yan Yu ◽  
Fang-Xing Xiao
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Light Irradiation ◽  
Photoredox Catalysis ◽  
Self Assembled ◽  
Catalytic Performances

Robust photoredox systems have been rationally designed and crafted based on in situ self-assembled g-C3N4/WO3 superstructures which demonstrated versatile photoredox catalytic performances under visible light irradiation.

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