C–H imidation: a distinct perspective of C–N bond formation

2017 ◽  
Vol 15 (6) ◽  
pp. 1282-1293 ◽  
Author(s):  
Raja K. Rit ◽  
Majji Shankar ◽  
Akhila K. Sahoo
Keyword(s):  
Functional Group ◽  
Bond Formation ◽  
Amine Functional Group

The direct imidation strategy proficiently constructs C–N bonds and creates the useful amine functional group in the molecular template.

Modern Organic Synthesis in the Laboratory

2008 ◽  
Author(s):  
Jie Jack Li ◽  
Chris Limberakis ◽  
Derek A. Pflum
Keyword(s):  
Organic Chemistry ◽  
Graduate Students ◽  
Organic Synthesis ◽  
Functional Group ◽  
Bond Formation ◽  
Reaction Conditions ◽  
Carbon Bond ◽  
Oxidation Reduction ◽  
Carbon Carbon Bond ◽  
Daunting Task

Searching for reaction in organic synthesis has been made much easier in the current age of computer databases. However, the dilemma now is which procedure one selects among the ocean of choices. Especially for novices in the laboratory, it becomes a daunting task to decide what reaction conditions to experiment with first in order to have the best chance of success. This collection intends to serve as an "older and wiser lab-mate" one could have by compiling many of the most commonly used experimental procedures in organic synthesis. With chapters that cover such topics as functional group manipulations, oxidation, reduction, and carbon-carbon bond formation, Modern Organic Synthesis in the Laboratory will be useful for both graduate students and professors in organic chemistry and medicinal chemists in the pharmaceutical and agrochemical industries.

scholarly journals A general method for site-selective Csp3–S bond formation via cooperative catalysis

2020 ◽  
Vol 11 (5) ◽  
pp. 1276-1282 ◽  
Author(s):  
Yuman Qin ◽  
Yujie Han ◽  
Yongzhen Tang ◽  
Junfa Wei ◽  
Mingyu Yang
Keyword(s):  
Functional Group ◽  
Bond Formation ◽  
Aliphatic Amines ◽  
Cooperative Catalysis ◽  
Site Selective ◽  
General Method

A copper-catalyzed site-selective thiolation of Csp3–H bonds of aliphatic amines was developed. The method features a broad substrate scope and good functional group tolerance.

scholarly journals Investigation of the Binding Affinity of a Broad Array of l-Fucosides with Six Fucose-Specific Lectins of Bacterial and Fungal Origin

Molecules ◽  
2019 ◽  
Vol 24 (12) ◽  
pp. 2262 ◽  
Author(s):  
Son Thai Le ◽  
Lenka Malinovska ◽  
Michaela Vašková ◽  
Erika Mező ◽  
Viktor Kelemen ◽  
...  
Keyword(s):  
Binding Affinity ◽  
Functional Group ◽  
Click Reaction ◽  
Inhibition Assay ◽  
Promising Candidate ◽  
Hemagglutination Inhibition Assay ◽  
Broad Array ◽  
Amine Functional Group ◽  
Potential Inhibitors ◽  
Better Than

Series of multivalent α-l-fucoside containing glycoclusters and variously decorated l-fucosides were synthesized to find potential inhibitors of fucose-specific lectins and study the structure-binding affinity relationships. Tri- and tetravalent fucoclusters were built using copper-mediated azide-alkyne click chemistry. Series of fucoside monomers and dimers were synthesized using various methods, namely glycosylation, an azide-alkyne click reaction, photoinduced thiol-en addition, and sulfation. The interactions between compounds with six fucolectins of bacterial or fungal origin were tested using a hemagglutination inhibition assay. As a result, a tetravalent, α-l-fucose presenting glycocluster showed to be a ligand that was orders of magnitude better than a simple monosaccharide for tested lectins in most cases, which can nominate it as a universal ligand for studied lectins. This compound was also able to inhibit the adhesion of Pseudomonas aeruginosa cells to human epithelial bronchial cells. A trivalent fucocluster with a protected amine functional group also seems to be a promising candidate for designing glycoconjugates and chimeras.

Metal-catalyzed radical-type transformation of unactivated alkyl halides with C–C bond formation under photoinduced conditions

2019 ◽  
Vol 6 (13) ◽  
pp. 2183-2199 ◽  
Author(s):  
Shengqing Ye ◽  
Tianyi Xiang ◽  
Xiaofang Li ◽  
Jie Wu
Keyword(s):  
Functional Group ◽  
Bond Formation ◽  
Alkyl Halides ◽  
Type Transformation ◽  
Recent Advances ◽  
Metal Catalyzed ◽  
Radical Type

Recent advances in the metal-catalyzed radical-type transformation of unactivated alkyl halides with C–C bond formation under photoinduced conditions are summarized. Usually, a broad reaction scope is observed including tertiary, secondary, and primary alkyl halides, with good functional group compatibility.

scholarly journals Functional-Group-Tolerant, Silver-Catalyzed N–N Bond Formation by Nitrene Transfer to Amines

2017 ◽  
Vol 139 (6) ◽  
pp. 2216-2223 ◽  
Author(s):  
Lourdes Maestre ◽  
Ruth Dorel ◽  
Óscar Pablo ◽  
Imma Escofet ◽  
W. M. C. Sameera ◽  
...  
Keyword(s):  
Functional Group ◽  
Bond Formation ◽  
Nitrene Transfer

scholarly journals Nickel-Catalyzed Thiolation of Aryl Nitriles

2021 ◽  
Author(s):  
Tristan Delcaillau ◽  
Bill Morandi
Keyword(s):  
Late Stage ◽  
Functional Group ◽  
Bond Activation ◽  
Bond Formation ◽  
Aryl Nitriles

<div>A nickel-catalyzed thiolation of aryl nitriles has been developed to access functionalized aryl thioethers. The ligand dcype (1,2 Bis(dicyclohexylphosphino)ethane) as well as the base KOtBu (potassium tert-butoxide) are essential to achieve this transformation. This scalable and practical process involves both a C–C bond activation and a C–S bond formation. Furthermore, this reaction shows a high functional-group tolerance and enables the late-stage functionalization of important molecules.</div>

scholarly journals Site-Selective Alkoxylation of Benzylic C–H Bonds via Photoredox Catalysis

2019 ◽  
Author(s):  
Byung Joo Lee ◽  
kimberly deglopper ◽  
Tehshik Yoon
Keyword(s):  
Late Stage ◽  
Functional Group ◽  
Bond Formation ◽  
Bioactive Molecules ◽  
Site Selectivity ◽  
Wide Range ◽  
High Site ◽  
Alkoxy Groups ◽  
Site Selective ◽  
Mediated Oxidation

<div> <div> <div> <p>There are relatively few methods that accom- plish the selective alkoxylation of sp3-hybridized C–H bonds, particularly in comparison to the numerous analogous strate- gies for C–N and C–C bond formation. We report a photo- catalytic protocol for the functionalization of benzylic C–H bonds with a wide range of readily available oxygen nucleo- philes. Our strategy merges the photoredox activation of arenes with copper(II)-mediated oxidation of the resulting benzylic radicals, which enables the introduction of benzylic C–O bonds with high site selectivity, chemoselectivity, and functional group tolerance. This method enables the late- stage introduction of complex alkoxy groups into bioactive molecules, providing a practical new tool with potential appli- cations in synthesis and medicinal chemistry. </p> </div> </div> </div>

Chlorine/UV treatment of anatoxin-a by activation of the secondary amine functional group

2020 ◽  
Vol 6 (5) ◽  
pp. 1412-1420
Author(s):  
Moshan Chen ◽  
Ernest R. Blatchley
Keyword(s):  
Secondary Amine ◽  
Treatment Process ◽  
Functional Group ◽  
Amine Group ◽  
Uv Treatment ◽  
Uv Photodegradation ◽  
Amine Functional Group

A UV treatment process with prechlorination promotes the direct UV photodegradation of anatoxin-a by forming an N–Cl bond on the amine group.

A Review of Ruthenium-catalyzed C-N Bond Formation Reactions for the Synthesis of Five-membered N-heterocycles

2019 ◽  
Vol 23 (18) ◽  
pp. 1901-1944 ◽  
Author(s):  
Navjeet Kaur ◽  
Neha Ahlawat ◽  
Yamini Verma ◽  
Pooja Grewal ◽  
Pranshu Bhardwaj
Keyword(s):  
Heterocyclic Compounds ◽  
Functional Group ◽  
Bond Formation ◽  
Review Article ◽  
Transition Metal Catalysts ◽  
Heterocyclic Chemistry ◽  
Research Groups ◽  
Reaction Conditions ◽  
Alternative Pathways ◽  
Molecular Complexity

The field of heterocyclic chemistry has been revolutionized using transition metal catalysts in recent years. Various research groups have focused on the development of general protocols to achieve better functional group compatibilities and greater levels of molecular complexity under mild reaction conditions, using easily available starting substrates. The methodologies used earlier for their synthesis were less approachable to organic chemists because of their high cost, highly specified instrumentation and inconvenient methods. For both stereoselective and regioselective synthesis of five-membered nitrogen- containing heterocycles, cyclic reactions that are Ru-catalyzed have known to be very efficient. These methods have many advantages as compared to alternative pathways involved in the synthesis of heterocyclic compounds. In this review article, we concentrated on the synthesis of nitrogen-containing five-membered heterocycles in the presence of a ruthenium catalyst. This review mostly covers the literature published during the period from 1977-2019.

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