Visible-light promoted sulfonamidation of enol acetates to α-amino ketones based on redox-neutral photocatalysis

2019 ◽  
Vol 6 (22) ◽  
pp. 3771-3775 ◽  
Author(s):  
Lin Wang ◽  
Pi Cheng ◽  
Xinhao Wang ◽  
Wei Wang ◽  
Jianguo Zeng ◽  
...  
Keyword(s):  
Visible Light ◽  
Reaction Conditions ◽  
Simple Reaction ◽  
Enol Acetates

A visible-light mediated photoredox-catalyzed sulfonamidation of enol acetates to α-amino ketones has been developed. The process features mild and operationally simple reaction conditions and does not require an external oxidant.

scholarly journals Visible Light Photochemical Reactions for Nucleic Acid-Based Technologies

Molecules ◽  
2021 ◽  
Vol 26 (3) ◽  
pp. 556
Author(s):  
Bonwoo Koo ◽  
Haneul Yoo ◽  
Ho Jeong Choi ◽  
Min Kim ◽  
Cheoljae Kim ◽  
...  
Keyword(s):  
Nucleic Acid ◽  
Nucleic Acids ◽  
Visible Light ◽  
Chemical Reactions ◽  
Chemical Biology ◽  
Photochemical Reactions ◽  
Reaction Conditions ◽  
Promising Tool ◽  
Recent Developments ◽  
Visible Light Driven

The expanding scope of chemical reactions applied to nucleic acids has diversified the design of nucleic acid-based technologies that are essential to medicinal chemistry and chemical biology. Among chemical reactions, visible light photochemical reaction is considered a promising tool that can be used for the manipulations of nucleic acids owing to its advantages, such as mild reaction conditions and ease of the reaction process. Of late, inspired by the development of visible light-absorbing molecules and photocatalysts, visible light-driven photochemical reactions have been used to conduct various molecular manipulations, such as the cleavage or ligation of nucleic acids and other molecules as well as the synthesis of functional molecules. In this review, we describe the recent developments (from 2010) in visible light photochemical reactions involving nucleic acids and their applications in the design of nucleic acid-based technologies including DNA photocleaving, DNA photoligation, nucleic acid sensors, the release of functional molecules, and DNA-encoded libraries.

scholarly journals Visible light mediated aerobic oxidative hydroxylation of 2-oxindole-3-carboxylate esters: an alternative approach to 3-hydroxy-2-oxindoles

2020 ◽  
Vol 26 (1) ◽  
pp. 168-175
Author(s):  
Jinge Wang ◽  
Siyitemer Osman ◽  
Xinjiang Lu ◽  
Junyi Chen ◽  
Xu-Dong Xia
Keyword(s):  
Visible Light ◽  
Molecular Oxygen ◽  
Reaction Conditions ◽  
Alternative Approach

AbstractA convenient aerobic oxidative hydroxylation of 3-substituted oxindoles under mild reaction conditions is described herein. This process was accomplished by the activation of molecular oxygen in the air in the presence of a photocatalyst under the irradiation of visible light. The desired product was delivered in up to 89% yield without the addition of base or stoichiometric oxidant.

scholarly journals Visible Light-Enabled Paternò-Büchi Reaction via Triplet Energy Transfer for the Synthesis of Oxetanes

2020 ◽  
Author(s):  
Katie Rykaczewski ◽  
Corinna Schindler
Keyword(s):  
Energy Transfer ◽  
Visible Light ◽  
Uv Light ◽  
Cycloaddition Reaction ◽  
High Energy ◽  
Triplet Energy ◽  
Reaction Conditions ◽  
Triplet Energy Transfer

<div> <p>One of the most efficient ways to synthesize oxetanes is the light-enabled [2+2] cycloaddition reaction of carbonyls and alkenes, referred to as the Paternò-Büchi reaction. The reaction conditions for this transformation typically require the use of high energy UV light to excite the carbonyl, limiting the applications, safety, and scalability. We herein report the development of a visible light-mediated Paternò-Büchi reaction protocol that relies on triplet energy transfer from an iridium-based photocatalyst to the carbonyl substrates. This mode of activation is demonstrated for a variety of aryl glyoxylates and negates the need for both, visible light-absorbing carbonyl starting materials or UV light to enable access to a variety of functionalized oxetanes in up to 99% yield.</p> </div> <br>

Transition-metal-free arylation of benzoxazoles with aryl nitriles

2018 ◽  
Vol 5 (11) ◽  
pp. 1811-1814 ◽  
Author(s):  
Aizhen Wu ◽  
Quan Chen ◽  
Wei Liu ◽  
Lijun You ◽  
Yifan Fu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Reaction Conditions ◽  
Metal Free ◽  
Simple Reaction ◽  
Aryl Nitriles

Transition-metal-free arylation of benzoxazoles with aryl nitriles has been developed to afford important 2-aryl benzoxazoles under simple reaction conditions.

scholarly journals High Yielding, Base Catalyzed C6 Regioselective Amination and N9 Alkylation in Purine Nucleotide

2019 ◽  
Vol 31 (12) ◽  
pp. 2871-2874
Author(s):  
Gautamkumar Dhuda ◽  
Khushal Kapadiya ◽  
Paresh Ladwa ◽  
Bhavna Godhaniya ◽  
Jayesh Modha
Keyword(s):  
Coupling Reaction ◽  
Purine Nucleoside ◽  
Regioselective Synthesis ◽  
Secondary Amines ◽  
Purine Nucleotide ◽  
Reaction Conditions ◽  
Simple Reaction ◽  
Amine Coupling

2,6-Dichloropurine is an interesting new nucleoside which gave regioselectively various 2-derivatized or 6-derivatized purines by using a secondary amines. An efficient, simple and regioselective synthesis of C6 morpholine, N9 alkylated purine nucleoside derivatives were attained via chloro-amine coupling reaction between 2,6-dichloropurine with morpholine followed by commercial alkylation method using DMF and K2CO3. Over the traditionally used protocols and procedure, it have been exhibited advance benefits such as admirable yield, simple reaction conditions and modest influence.

Visible-Light Photoredox-Catalyzed Cascade Reaction for the Synthesis of Pyrrolo[2,1-a]isoquinoline-Substituted Phosphonates

Synthesis ◽  
2018 ◽  
Vol 51 (02) ◽  
pp. 522-529 ◽  
Author(s):  
Deqing Shi ◽  
Lingna Wang ◽  
Tiancong Ma ◽  
Mingming Qiao ◽  
Qiangxian Wu ◽  
...  
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Cascade Reaction ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Oxidative Aromatization ◽  
Activated Olefins ◽  
Catalyzed Oxidation

A visible-light photoredox-catalyzed oxidation/[3+2] cycloaddition/oxidative aromatization cascade reaction of [(3,4-dihydroisoquinolin-2(1H)-yl)methyl]phosphonates and activated olefins or alkynes for the efficient synthesis of potentially biological active pyrrolo[2,1-a]isoquinoline-substituted phosphonates was developed. This transformation features mild reaction conditions (i.e., visible light irradiation, room temperature), molecular oxygen (O2) as a green oxidant, simple ‘one-pot’ operation.

A practical chlorination of tert-butyl esters with PCl3 generating acid chlorides

2020 ◽  
Vol 44 (5-6) ◽  
pp. 301-304
Author(s):  
Xiaofang Wu ◽  
Lei Zhou ◽  
Ruoqi Yang ◽  
Fengzhe Guo ◽  
Zi-Long Tang ◽  
...  
Keyword(s):  
Aromatic Acid ◽  
Aliphatic Acid ◽  
Acid Chlorides ◽  
Alkyl Esters ◽  
Reaction Conditions ◽  
Simple Reaction ◽  
Tert Butyl ◽  
Butyl Esters ◽  
Plausible Mechanism ◽  
First Time

For the first time, using PCl3, a range of tert-butyl esters is chlorinated successfully, allowing access of both aromatic acid chlorides and aliphatic acid chlorides in good yields. The method features simple reaction conditions and wide substrate scope. Various tert-butyl esters including aryl esters, alkenyl esters, and alkyl esters were tolerated well in the reaction. A plausible mechanism is proposed.

Molecular-Iodine-Promoted Synthesis of Dihydrobenzofuran-3,3-dicarbonitriles through a Novel Rearrangement

Synlett ◽  
2019 ◽  
Vol 30 (03) ◽  
pp. 293-298
Author(s):  
Nagaraju Medishetti ◽  
Ashok Kale ◽  
Jagadeesh Nanubolu ◽  
Krishnaiah Atmakur
Keyword(s):  
Molecular Iodine ◽  
Basic Medium ◽  
Reaction Conditions ◽  
Simple Reaction

The title compounds were synthesized from 5,5-dimethyl­cyclohexane-1,3-dione, benzaldehyde, and malononitrile promoted by molecular iodine in basic medium via 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, by a novel protocol. The protocol involves a novel rearrangement in which the 4H-chromene fragment dissociates to a cyclopropane moiety and rearranges to the five-membered compound 6,6-dimethyl-4-oxo-2-phenyl-4,5,6,7-tetrahydrobenzofuran-3,3(2H)-dicarbonitrile. Simple reaction conditions, excellent yields, and high compatibility are the advantages of this protocol.

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