ChemInform Abstract: Synthesis of 2,4,6-Trisubstituted Pyridines by Oxidative Eosin Y Photoredox Catalysis.

ChemInform ◽  
2016 ◽  
Vol 47 (52) ◽  
Author(s):  
Rajendra S. Rohokale ◽  
Burkhard Koenig ◽  
Dilip D. Dhavale
Keyword(s):  
Eosin Y ◽  
Photoredox Catalysis

Organic Photoredox Catalysis for Pschorr Reaction: A Metal-Free and Mild Approach to 6H-Benzo[c]chromenes

Synlett ◽  
2018 ◽  
Vol 29 (17) ◽  
pp. 2311-2315 ◽  
Author(s):  
Gaofeng Feng ◽  
Jing-Yao He ◽  
Qi-Fan Bai ◽  
Chengan Jin
Keyword(s):  
Diazonium Salts ◽  
Eosin Y ◽  
Photoredox Catalysis ◽  
Synthetic Route ◽  
Metal Free ◽  
Mild Conditions ◽  
Pschorr Reaction

An expedient organic photoredox Pschorr reaction has been developed that opens up a synthetic route to 6H-benzo[c]chromenes. The process can be performed under mild conditions by using eosin Y as a photoredox catalyst and acetonitrile as the solvent. The diazonium salts can be either preformed or generated in situ from the corresponding amines with t-BuONO. The process is amenable to gram-sale synthesis of 6H-benzo[c]chromenes, which can be further transformed into both 6H-benzo[c]chromen-6-ones through oxidation or to 6H-benzo[c]chromen-6-amine through sp3 C–H bond amination. The protocol provides an attractive route for the synthesis of a library of 6H-benzo[c]chromes.

Metal-Free Regioselective Alkylation of Imidazo[1,2-a]pyridines with N-Hydroxyphthalimide Esters under Organic Photoredox Catalysis

Synlett ◽  
2020 ◽  
Vol 31 (04) ◽  
pp. 363-368 ◽  
Author(s):  
Can Jin ◽  
Bin Sun ◽  
Tengwei Xu ◽  
Liang Zhang ◽  
Rui Zhu ◽  
...  
Keyword(s):  
Visible Light ◽  
Carboxylic Acids ◽  
Room Temperature ◽  
Eosin Y ◽  
Photoredox Catalysis ◽  
Mechanistic Studies ◽  
Metal Free ◽  
Regioselective Alkylation ◽  
Decarboxylative Coupling ◽  
Aliphatic Carboxylic Acids

A visible-light-induced direct C–H alkylation of imidazo[1,2-a]pyridines has been developed. It proceeds at room temperature by employing inexpensive Eosin Y as a photocatalyst and alkyl N-hydroxyphthalimide (NHP) esters as alkylation reagents. A variety of NHP esters derived from aliphatic carboxylic acids (primary, secondary, and tertiary) were tolerated in this protocol, giving the corresponding C-5-alkylated products in moderate to excellent yields. Mechanistic studies indicate that a radical decarboxylative coupling pathway was involved in this process.

Organic photoredox catalysis enabled cross-coupling of arenediazonium and sulfinate salts: synthesis of (un)symmetrical diaryl/alkyl aryl sulfones

2019 ◽  
Vol 17 (19) ◽  
pp. 4761-4766 ◽  
Author(s):  
Ruchi Chawla ◽  
Lal Dhar S. Yadav
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Cross Coupling ◽  
Eosin Y ◽  
Photoredox Catalysis ◽  
Alkyl Aryl

Transition-metal- and oxidant/reductant-free visible-light-mediated synthesis of (un)symmetrical diaryl/alkyl aryl sulfones from aryl diazonium and sulfinate salts employing eosin Y as an organo-photoredox catalyst is reported.

scholarly journals Synthetic applications of eosin Y in photoredox catalysis

2014 ◽  
Vol 50 (51) ◽  
pp. 6688-6699 ◽  
Author(s):  
Durga Prasad Hari ◽  
Burkhard König
Keyword(s):  
Organic Synthesis ◽  
Eosin Y ◽  
Photoredox Catalysis ◽  
Dye Molecule

Eosin Y, a long known dye molecule, has recently been widely applied as a photoredox catalyst in organic synthesis.

Retracted Article: Visible-light-induced oxidative difunctionalization of styrenes: synthesis of α-trifluoromethylthio-substituted ketones

2018 ◽  
Vol 54 (16) ◽  
pp. 1976-1979 ◽  
Author(s):  
Arvind Kumar Yadav ◽  
Krishna Nand Singh
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Present Approach ◽  
Eosin Y ◽  
Photoredox Catalysis ◽  
Retracted Article ◽  
Oxidative Difunctionalization

Synthesis of α-trifluoromethylthio-substituted ketones has been accomplished through photoredox catalysis from easily accessible styrenes. The present approach involves the use of inexpensive eosin Y as an organophotoredox catalyst and a CF3SO2Na/CS2 blend as a new source of SCF3 radicals at room temperature.

Synthesis of 2,4,6-Trisubstituted Pyridines by Oxidative Eosin Y Photoredox Catalysis

2016 ◽  
Vol 81 (16) ◽  
pp. 7121-7126 ◽  
Author(s):  
Rajendra S. Rohokale ◽  
Burkhard Koenig ◽  
Dilip D. Dhavale
Keyword(s):  
Eosin Y ◽  
Photoredox Catalysis

Visible light photoredox catalysis: conversion of a mixture of thiophenols and nitriles into 2-substituted benzothiazoles via consecutive C–S and C–N bond formation reactions

2018 ◽  
Vol 5 (9) ◽  
pp. 1527-1531 ◽  
Author(s):  
Palani Natarajan ◽  
Manjeet Manjeet ◽  
Muskan Muskan ◽  
Navpreet Kaur Brar ◽  
Jaskamal Jot Kaur
Keyword(s):  
Visible Light ◽  
Bond Formation ◽  
Eosin Y ◽  
Photoredox Catalysis ◽  
Alkyl Aryl ◽  
Air Atmosphere ◽  
Aryl Nitriles ◽  
Bond Formation Reactions

A novel, visible-light-mediated method for the synthesis of 2-substituted benzothiazoles from thiophenols and alkyl/aryl nitriles in the presence of eosin Y under air atmosphere is disclosed.

ChemInform Abstract: Synthetic Applications of Eosin Y in Photoredox Catalysis

ChemInform ◽  
2014 ◽  
Vol 45 (30) ◽  
pp. no-no
Author(s):  
Durga Prasad Hari ◽  
Burkhard Koenig
Keyword(s):  
Eosin Y ◽  
Photoredox Catalysis

scholarly journals Eosin Y catalysed photoredox synthesis: a review

RSC Advances ◽  
2017 ◽  
Vol 7 (50) ◽  
pp. 31377-31392 ◽  
Author(s):  
Vishal Srivastava ◽  
Praveen P. Singh
Keyword(s):  
Organic Chemistry ◽  
Small Molecules ◽  
Eosin Y ◽  
Photoredox Catalysis ◽  
Powerful Strategy

In recent years, photoredox catalysis using eosin Y has come to the fore front in organic chemistry as a powerful strategy for the activation of small molecules.

Spin-Forbidden Excitation Enables Infrared Photoredox Catalysis

2020 ◽  
Author(s):  
Tomislav Rovis ◽  
Benjamin D. Ravetz ◽  
Nicholas E. S. Tay ◽  
Candice Joe ◽  
Melda Sezen-Edmonds ◽  
...  
Keyword(s):  
Excited State ◽  
Ground State ◽  
Intersystem Crossing ◽  
Photoredox Catalysis ◽  
Infrared Irradiation ◽  
Triplet Excitation ◽  
New Family ◽  
Ir Light

We describe a new family of catalysts that undergo direct ground state singlet to excited state triplet excitation with IR light, leading to photoredox catalysis without the energy waste associated with intersystem crossing. The finding allows a mole scale reaction in batch using infrared irradiation.

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