Eosin Y–Yb(OTf)3 catalyzed visible light mediated electrocyclization/indole ring opening towards the synthesis of heterobiaryl-pyrazolo[3,4-b]pyridines

2018 ◽  
Vol 42 (9) ◽  
pp. 6617-6620 ◽  
Author(s):  
Shikha Singh ◽  
Parul Chauhan ◽  
Makthala Ravi ◽  
Prem P. Yadav
Keyword(s):  
Visible Light ◽  
Lewis Acid ◽  
Ring Opening ◽  
Room Temperature ◽  
Eosin Y ◽  
Indole Ring ◽  
Photo Catalysis

Synthesis of heterobiaryl-pyrazolo[3,4-b]pyridines via Lewis acid and visible light photo-catalysis at room temperature.

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.

Synthesis of 6-Thiocyanatophenanthridines by Visible-Light- and Air-Promoted Radical Thiocyanation of 2-Isocyanobiphenyls

Synlett ◽  
2017 ◽  
Vol 29 (02) ◽  
pp. 176-180 ◽  
Author(s):  
Manjula Singh ◽  
Arvind Yadav ◽  
Lal Yadav ◽  
R. Singh
Keyword(s):  
Natural Resources ◽  
Visible Light ◽  
Room Temperature ◽  
Atmospheric Oxygen ◽  
Ammonium Thiocyanate ◽  
Radical Cyclization ◽  
Eosin Y ◽  
One Pot ◽  
Metal Free

A convenient, efficient, and metal-free synthesis of 6-thiocyanatophenanthridines by visible-light- and air-mediated, eosin Y-catalyzed, sequential radical cyclization and aromatization of 2-isocyanobiphenyls with ammonium thiocyanate is reported. Advantageously, the protocol utilizes inexpensive, clean, and sustainable natural resources such as visible light and atmospheric oxygen at room temperature in a one-pot procedure.

Visible-Light-Promoted Difunctionalization of Olefins Leading to α-Thiocyanato Ketones

Synlett ◽  
2018 ◽  
Vol 29 (10) ◽  
pp. 1340-1345 ◽  
Author(s):  
Guangming Nan ◽  
Huilan Yue
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Ammonium Thiocyanate ◽  
Eosin Y

A simple and convenient visible-light-induced difunctionalization of alkenes with ammonium thiocyanate and dioxygen has been developed at room temperature. A series of α-thiocyanato ketones could be easily and efficiently obtained in moderate to good yields through the formation of C–S and C=O bonds simply by using nontoxic and inexpensive Na2-Eosin Y as a photocatalyst.

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.

Sulfated Carbon Quantum Dots as Efficient Visible-Light Switchable Acid Catalysts for Room-Temperature Ring-Opening Reactions

2015 ◽  
Vol 54 (29) ◽  
pp. 8420-8424 ◽  
Author(s):  
Haitao Li ◽  
Chenghua Sun ◽  
Muataz Ali ◽  
Fengling Zhou ◽  
Xinyi Zhang ◽  
...  
Keyword(s):  
Quantum Dots ◽  
Visible Light ◽  
Ring Opening ◽  
Room Temperature ◽  
Carbon Quantum Dots ◽  
Acid Catalysts ◽  
Ring Opening Reactions

Sulfated Carbon Quantum Dots as Efficient Visible-Light Switchable Acid Catalysts for Room-Temperature Ring-Opening Reactions

2015 ◽  
Vol 127 (29) ◽  
pp. 8540-8544 ◽  
Author(s):  
Haitao Li ◽  
Chenghua Sun ◽  
Muataz Ali ◽  
Fengling Zhou ◽  
Xinyi Zhang ◽  
...  
Keyword(s):  
Quantum Dots ◽  
Visible Light ◽  
Ring Opening ◽  
Room Temperature ◽  
Carbon Quantum Dots ◽  
Acid Catalysts ◽  
Ring Opening Reactions

Visible Light-Promoted Catalytic Ring-Opening Isomerization of 1,2-Disubstituted Cyclopropanols to Linear Ketones

2019 ◽  
Author(s):  
Marharyta V. Laktsevich-Iskryk ◽  
Nastassia A. Varabyeva ◽  
Volha V. Kazlova ◽  
Vladimir N. Zhabinskii ◽  
Vladimir A. Khripach ◽  
...  
Keyword(s):  
Visible Light ◽  
Functional Groups ◽  
Ring Opening ◽  
Radical Intermediates ◽  
Reaction Proceeds

In this article, we report a photocatalytic protocol for the isomerization of 1,2-disubstituted cyclopropanols to linear ketones. The reaction proceeds <i>via</i> radical intermediates and tolerates various functional groups.

Visible Light-Promoted Catalytic Ring-Opening Isomerization of 1,2-Disubstituted Cyclopropanols to Linear Ketones

2019 ◽  
Author(s):  
Marharyta V. Laktsevich-Iskryk ◽  
Nastassia A. Varabyeva ◽  
Volha V. Kazlova ◽  
Vladimir N. Zhabinskii ◽  
Vladimir A. Khripach ◽  
...  
Keyword(s):  
Visible Light ◽  
Functional Groups ◽  
Ring Opening ◽  
Radical Intermediates ◽  
Reaction Proceeds

In this article, we report a photocatalytic protocol for the isomerization of 1,2-disubstituted cyclopropanols to linear ketones. The reaction proceeds <i>via</i> radical intermediates and tolerates various functional groups.

Rhodamines as Photocatalyst in Organic Synthesis

2020 ◽  
Vol 07 ◽  
Author(s):  
Avik K. Bagdi ◽  
Papiya Sikdar
Keyword(s):  
Visible Light ◽  
Organic Synthesis ◽  
Organic Dyes ◽  
Transition Metal Catalysts ◽  
Visible Light Photocatalysis ◽  
Eosin Y ◽  
Organic Transformations ◽  
The Sustainable Development ◽  
Mechanistic Pathway ◽  
Green Model

Abstract:: Organic synthesis under environment friendly conditions has great impact in the sustainable development. In this context, visible light photocatalysis has emerged as a green model as this offers an energy-efficient pathway towards the organic transformation. Different transition-metal catalysts (Ir-, Ru-, Cu- etc) and organic dyes (eosin Y, rose bengal, methylene blue etc) are well-known photocatalysts in organic synthesis. Apart from the well-known organophotoredox catalysts, rhodamines (Rhodamine B and Rhodamine 6G) have been also employed as efficient photocatalysts for different organic transformations. In this review, we will focus on the photocatalysis by rhodamines in organic synthesis. Mechanistic pathway of the methodologies will also be discussed. We believe this review will stimulate the employment of rhodamines in the visible light photocatalysis for efficient organic transformations in the future.

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