Chiral allenylboronic esters as practical reagents for enantioselective carbon-carbon bond formation. Facile synthesis of (-)-ipsenol

1986 ◽  
Vol 108 (3) ◽  
pp. 483-486 ◽  
Author(s):  
Nobuo. Ikeda ◽  
Isao. Arai ◽  
Hisashi. Yamamoto
Keyword(s):  
Bond Formation ◽  
Facile Synthesis ◽  
Carbon Bond ◽  
Carbon Carbon Bond

Metal-induced facile synthesis of a tricyclic system — 10-Methyl-12-thia-2,9-diaza-tricyclo[8.3.1.03,8]tetradeca-3,5,7-triene-1-carbonitrile. Formation of an intramolecular carbon–carbon bond

2008 ◽  
Vol 86 (9) ◽  
pp. 912-917 ◽  
Author(s):  
Santokh S Tandon ◽  
C Robert Lucas
Keyword(s):  
Intramolecular Cyclization ◽  
Bond Formation ◽  
Potassium Cyanide ◽  
Facile Synthesis ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
System 1

The reaction between 4-thiaheptane-2,6-dione and 1,2-diaminobenzene in the presence of nickel(II) perchlorate results in the formation of a nickel(II) complex of a novel new heterotricyclic system: 1-methoxy-10-methyl-12-thia-2,9-diaza-tricyclo[8.3.1.03,8]tetradeca-3,5,7-triene, which on treatment with potassium cyanide gives 10-methy-12-thia-2,9-diaza-tricyclo[8.3.1.03,8]tetradeca-3,5,7-triene-1-carbonitrile, a case of metal-induced carbon–carbon bond formation.Key words: nickel-induced carbon–carbon bond formation, intramolecular cyclization, tricyclic formation.

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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