scholarly journals Eosin Y-catalyzed visible-light-mediated aerobic oxidative cyclization of N,N-dimethylanilines with maleimides

2015 ◽  
Vol 11 ◽  
pp. 425-430 ◽  
Author(s):  
Zhongwei Liang ◽  
Song Xu ◽  
Wenyan Tian ◽  
Ronghua Zhang
Keyword(s):  
Visible Light ◽  
Oxidative Cyclization ◽  
Eosin Y ◽  
Efficient Synthesis ◽  
One Pot ◽  
Bond Functionalization ◽  
Metal Free ◽  
Mild Conditions ◽  
Simple Strategy ◽  
Air Atmosphere

A novel and simple strategy for the efficient synthesis of the corresponding tetrahydroquinolines from N,N-dimethylanilines and maleimides using visible light in an air atmosphere in the presence of Eosin Y as a photocatalyst has been developed. The metal-free protocol involves aerobic oxidative cyclization via sp3 C–H bond functionalization process to afford good yields in a one-pot procedure under mild conditions.

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.

An Efficient Synthesis of Substituted Pyrazoles from One-Pot Reaction of Ketones, Aldehydes, and Hydrazine Monohydrochloride

Synlett ◽  
2018 ◽  
Vol 29 (08) ◽  
pp. 1071-1075 ◽  
Author(s):  
Vit Lellek ◽  
Cheng-yi Chen ◽  
Wanggui Yang ◽  
Jie Liu ◽  
Xuebao Ji ◽  
...  
Keyword(s):  
Efficient Synthesis ◽  
One Pot ◽  
Metal Free ◽  
Mild Conditions ◽  
Free Process ◽  
One Pot Condensation ◽  
Substituted Pyrazoles

An efficient, one-pot and metal-free process for the preparation of 3,5-disubstituted and 3,4,5-trisubstituted pyrazoles on multi-gram scale was developed. One-pot condensation of ketones, aldehydes and hydrazine monohydrochloride readily formed pyrazoline intermediates under mild conditions. Oxidation of pyrazolines, in situ, employing bromine afforded a wide variety of pyrazoles. The methodology offers a fast, and often chromatography-free protocol for the synthesis of 3,4,5-substituted pyrazoles in good to excellent yields. Alternatively, a more benign oxidation protocol affords 3,5-disubstituted or 3,4,5-trisubstituted pyrazoles by simply heating pyrazolines in DMSO under oxygen.

Organophotoredox Catalysis: Visible-light-induced Multicomponent Synthesis of Chromeno[4, 3-b]chromene and Hexahydro-1H-xanthene Derivatives

2019 ◽  
Vol 6 (3) ◽  
pp. 222-230 ◽  
Author(s):  
Amit K. Sharma ◽  
Jyoti Tiwari ◽  
Deepali Jaiswal ◽  
Shailesh Singh ◽  
Jaya Singh ◽  
...  
Keyword(s):  
Visible Light ◽  
Organic Dyes ◽  
Oxidative Cyclization ◽  
Eosin Y ◽  
Organic Substrates ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Xanthene Derivatives ◽  
Powerful Approach ◽  
Work Up

Background:In recent years, photoredox catalysis using eosin Y has gained considerable significance in organic chemistry. It is evolving as a powerful approach in modern organic synthesis for the activation of small molecules.Objective:The use of organic dyes to convert visible light into chemical energy by involving a single-electron transfer with organic substrates has innumerable applications.Method and Results:The present strategy is the first example of visible light promoted, aerobic, oxidative cyclization of chromeno[4,3-b]chromenes and hexahydro-1H-xanthenes via the formation of C–O and C–C bonds to afford excellent yield of the products in a simple one-pot operation under mild reaction conditions.Conclusion:The major advantages of the present methodology include short reaction time, cost effectiveness, easy work-up, broad substrate scope and high atom economy.

Metal-free, visible-light-promoted oxidative radical cyclization of N-biarylglycine esters: one-pot construction of phenanthridine-6-carboxylates in water

2019 ◽  
Vol 21 (16) ◽  
pp. 4406-4411 ◽  
Author(s):  
Palani Natarajan ◽  
Deachen Chuskit ◽  
Priya Priya
Keyword(s):  
Visible Light ◽  
Intramolecular Cyclization ◽  
Radical Cyclization ◽  
Cyclization Reaction ◽  
Ambient Conditions ◽  
One Pot ◽  
Light Blue ◽  
Metal Free ◽  
Air Atmosphere ◽  
Oxidative Radical Cyclization

A metal-free, visible-light (blue LED: hν = 425 ± 15 nm) photoredox-catalyzed intramolecular cyclization reaction of N-biarylglycine esters to phenanthridine-6-carboxylates in water under an open air atmosphere at ambient conditions has been developed.

scholarly journals Diastereoselective synthesis of fused oxazolidines and highly substituted 1H-pyrrolo [2,1-c][1,4] oxazines via C–H functionalization

RSC Advances ◽  
2015 ◽  
Vol 5 (76) ◽  
pp. 61664-61670 ◽  
Author(s):  
Chottanahalli. S. Pavan Kumar ◽  
Kachigere. B. Harsha ◽  
Kempegowda Mantelingu ◽  
Kanchugarakoppal. S. Rangappa
Keyword(s):  
Benzoic Acid ◽  
Diastereoselective Synthesis ◽  
One Pot ◽  
Bond Functionalization ◽  
Metal Free ◽  
Mild Conditions ◽  
Acid Catalyzed ◽  
Catalyzed Reactions

The first one pot protocol for the diastereoselective synthesis of oxazolo[2,3-c]isoquinoline was achieved by metal-free, benzoic acid catalyzed reactions under mild conditions via C–H, C–O bond functionalization.

Visible light-induced tandem oxidative cyclization of 2-alkynylanilines with disulfides (diselenides) to 3-sulfenyl- and 3-selenylindoles under transition metal-free and photocatalyst-free conditions

2017 ◽  
Vol 4 (7) ◽  
pp. 1322-1330 ◽  
Author(s):  
Qing Shi ◽  
Pinhua Li ◽  
Yan Zhang ◽  
Lei Wang
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Oxidative Cyclization ◽  
Efficient Synthesis ◽  
Metal Free

A simple and efficient synthesis of 3-sulfenyl (3-selenyl) indoles via visible light-induced cyclization of 2-alkynylanilines with disulfides(diselenides) was developed under transition metal-free and photocatalyst-free conditions.

Metal-free oxidative cyclization of trifluoroacetimidohydrazides with methylhetarenes: a facile access to 3-hetaryl-5-trifluoromethyl-1,2,4-triazoles

2021 ◽  
Author(s):  
Xiao-Feng Wu ◽  
Zhengkai Chen ◽  
Jiajun Zhang ◽  
Tian-Hui Xu
Keyword(s):  
Oxidative Cyclization ◽  
Efficient Synthesis ◽  
Metal Free

A metal-free oxidative cyclization of trifluoroacetimidohydrazides with methylhetarenes for the efficient synthesis of 3-hetaryl-5-trifluoromethyl-1,2,4-triazoles has been developed. Notable features of this protocol include readily accessible starting materials, a broad substrate...

Highly chemoselective deoxygenation of N-heterocyclic N-oxides under transition metal-free conditions

2021 ◽  
Vol 19 (16) ◽  
pp. 3735-3742
Author(s):  
Se Hyun Kim ◽  
Ju Hyeon An ◽  
Jun Hee Lee
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Eosin Y ◽  
Metal Free ◽  
Simple Protocol

Here, we provide an operationally simple protocol for the highly chemoselective deoxygenation of various functionalized N-heterocyclic N-oxides under visible light-mediated photoredox conditions with Na2-eosin Y as an organophotocatalyst.

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