Intramolecular cyclization of aryloxenium ions. Carbon-oxygen-carbon and carbon-carbon bond formation. A novel ortho effect

1982 ◽  
Vol 47 (24) ◽  
pp. 4817-4818 ◽  
Author(s):  
Rudolph A. Abramovitch ◽  
Romuald Bartnik ◽  
Melanie Cooper ◽  
Nissanke L. Dassanayake ◽  
Hang Yuong Hwang ◽  
...  
Keyword(s):  
Intramolecular Cyclization ◽  
Bond Formation ◽  
Carbon Bond ◽  
Ortho Effect ◽  
Carbon Carbon Bond

ChemInform Abstract: INTRAMOLECULAR CYCLIZATION OF ARYLOXENIUM IONS. CARBON-OXYGEN-CARBON AND CARBON-CARBON BOND FORMATION. A NOVEL ORTHO EFFECT

1983 ◽  
Vol 14 (14) ◽  
Author(s):  
R. A. ABRAMOVITCH ◽  
R. BARTNIK ◽  
M. COOPER ◽  
N. L. DASSANAYAKE ◽  
H.-Y. HWANG ◽  
...  
Keyword(s):  
Intramolecular Cyclization ◽  
Bond Formation ◽  
Carbon Bond ◽  
Ortho Effect ◽  
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.

Electrooxidative Cyclization of Hydroquinolyl Alcohols, Hydroquinolylamines, and Dimethyl Aminomalonates

2007 ◽  
Vol 60 (4) ◽  
pp. 236 ◽  
Author(s):  
Mitsuhiro Okimoto ◽  
Takashi Yoshida ◽  
Masayuki Hoshi ◽  
Kazuyuki Hattori ◽  
Masashi Komata ◽  
...  
Keyword(s):  
Intramolecular Cyclization ◽  
Potassium Iodide ◽  
Sodium Methoxide ◽  
Heterocyclic Compounds ◽  
Bond Formation ◽  
Sodium Cyanide ◽  
Carbon Bond ◽  
Carbon Carbon Bond

Several hydroquinolyl alcohols and amines were electrochemically oxidized in methanol in the presence of sodium methoxide and potassium iodide to afford the corresponding intramolecular cyclization products. Furthermore, several amino malonates were electrochemically oxidized to yield the corresponding heterocyclic compounds through an intramolecular carbon–carbon bond formation in the presence of sodium cyanide in methanol.

scholarly journals Intermolecular Carbon–Carbon Bond Formation Followed by Intramolecular Cyclization of Electrochemically Generated Magnesium Anthracenes and Esters in the Presence of Chlorotrimethylsilane

2020 ◽  
Vol 88 (4) ◽  
pp. 314-320
Author(s):  
Kouichi MATSUMOTO ◽  
Masahiro MATSUMOTO ◽  
Terumasa HAYASHI ◽  
Masahiko MAEKAWA ◽  
Keiji NISHIWAKI ◽  
...  
Keyword(s):  
Intramolecular Cyclization ◽  
Bond Formation ◽  
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.

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