scholarly journals Site-selective carbon–carbon bond formation in unprotected monosaccharides using photoredox catalysis

2017 ◽  
Vol 53 (36) ◽  
pp. 4926-4929 ◽  
Author(s):  
Ieng Chim (Steven) Wan ◽  
Martin D. Witte ◽  
Adriaan J. Minnaard
Keyword(s):  
Bond Formation ◽  
Photoredox Catalysis ◽  
Carbon Bond ◽  
Selective Protection ◽  
Carbon Carbon Bond ◽  
One Step ◽  
Site Selective ◽  
Step Site

One-step site-selective, protection group-free synthesis of branched monosaccharides.

scholarly journals Ring-size-selective construction of fluorine-containing carbocycles via intramolecular iodoarylation of 1,1-difluoro-1-alkenes

2017 ◽  
Vol 13 ◽  
pp. 2682-2689 ◽  
Author(s):  
Takeshi Fujita ◽  
Ryo Kinoshita ◽  
Tsuyoshi Takanohashi ◽  
Naoto Suzuki ◽  
Junji Ichikawa
Keyword(s):  
Bond Formation ◽  
Ring Size ◽  
Carbon Bond ◽  
Iodine Species ◽  
Carbon Carbon Bond ◽  
Site Selective

1,1-Difluoro-1-alkenes bearing a biaryl-2-yl group effectively underwent site-selective intramolecular iodoarylation by the appropriate cationic iodine species. Iodoarylation of 2-(2-aryl-3,3-difluoroallyl)biaryls proceeded via regioselective carbon–carbon bond formation at the carbon atoms in β-position to the fluorine substituents, thereby constructing dibenzo-fused six-membered carbocycles bearing a difluoroiodomethyl group. In contrast, 2-(3,3-difluoroallyl)biaryls underwent a similar cyclization at the α-carbon atoms to afford ring-difluorinated seven-membered carbocycles.

Highly γ-Regioselective 1,2-Addition of α,β-Unsaturated Oxime Ethers with Allylzinc Bromides: A Straightforward Approach for the Synthesis of Homoallylic Amines

Synthesis ◽  
2019 ◽  
Vol 51 (19) ◽  
pp. 3736-3746
Author(s):  
Bo Yang ◽  
Songlin Zhang
Keyword(s):  
Addition Reaction ◽  
Bond Formation ◽  
High Yield ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
Homoallylic Amines ◽  
One Step ◽  
The One ◽  
Straightforward Approach

A highly regioselective reaction between allylzinc bromide reagents and α,β-unsaturated oxime ethers for the one-step synthesis of the homoallylic amines is reported. This process is a regioselective 1,2-addition reaction providing a new γ-position with carbon–carbon bond formation. Furthermore, the reaction substrates are widely applicable and can be produced in a high yield.

Progress on All Ends for Carbon-Carbon Bond Formation through Photoredox Catalysis

2015 ◽  
Vol 54 (17) ◽  
pp. 5006-5008 ◽  
Author(s):  
Miguel Peña-López ◽  
Alonso Rosas-Hernández ◽  
Matthias Beller
Keyword(s):  
Bond Formation ◽  
Photoredox Catalysis ◽  
Carbon Bond ◽  
Carbon Carbon Bond

ChemInform Abstract: Progress on All Ends for Carbon-Carbon Bond Formation Through Photoredox Catalysis

ChemInform ◽  
2015 ◽  
Vol 46 (27) ◽  
pp. no-no
Author(s):  
Miguel Pena-Lopez ◽  
Alonso Rosas-Hernandez ◽  
Matthias Beller
Keyword(s):  
Bond Formation ◽  
Photoredox Catalysis ◽  
Carbon Bond ◽  
Carbon Carbon Bond

Carbon Dioxide-Mediated C(sp2)–H Arylation of Primary and Secondary Benzylamines

2018 ◽  
Author(s):  
Mohit Kapoor ◽  
Pratibha Chand-Thakuri ◽  
Michael Young
Keyword(s):  
Carbon Dioxide ◽  
Transition Metal ◽  
Bond Activation ◽  
Bond Formation ◽  
Carbon Bond ◽  
Chelate Effect ◽  
Free Amine ◽  
Carbon Carbon Bond ◽  
New Strategy ◽  
Metal Catalyzed

Carbon-carbon bond formation by transition metal-catalyzed C–H activation has become an important strategy to fabricate new bonds in a rapid fashion. Despite the pharmacological importance of <i>ortho</i>-arylbenzylamines, however, effective <i>ortho</i>-C–C bond formation from C–H bond activation of free primary and secondary benzylamines using Pd<sup>II</sup> remains an outstanding challenge. Presented herein is a new strategy for constructing <i>ortho</i>-arylated primary and secondary benzylamines mediated by carbon dioxide (CO<sub>2</sub>). The use of CO<sub>2</sub> is critical to allowing this transformation to proceed under milder conditions than previously reported, and that are necessary to furnish free amine products that can be directly used or elaborated without the need for deprotection. In cases where diarylation is possible, a chelate effect is demonstrated to facilitate selective monoarylation.

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.

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