The cleavage of aryl-metal bonds by elemental fluorine: synthesis of aryl-fluorides

1983 ◽  
Vol 61 (4) ◽  
pp. 658-660 ◽  
Author(s):  
Michael J. Adam ◽  
Joffre M. Berry ◽  
Laurance D. Hall ◽  
Brian D. Pate ◽  
Thomas J. Ruth

The reaction of elemental fluorine with phenyl derivatives of tin, lead, germanium, silicon, mercury, and thallium has been studied with the aim of developing a general method for labelling aromatic compounds with radioactive 18F. Rapid synthesis of fluorobenzene was achieved in varying chemical yields up to 70%, depending largely upon the metal substrate used, with aryl–tin compounds giving the highest yields. Radiochemical yields are also given for the synthesis of 18F-fluorobenzene from the cleavage of aryl–tin bonds with 18F-F2.

1967 ◽  
pp. 869 ◽  
Author(s):  
J. Chatt ◽  
C. Eaborn ◽  
S. Ibekwe ◽  
P. N. Kapoor

2011 ◽  
Vol 6 (4) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Botond Borcsa ◽  
Dezső Csupor ◽  
Peter Forgo ◽  
Ute Widowitz ◽  
Rudolf Bauer ◽  
...  

The term lipo-alkaloid is used for C19 aconitane alkaloids containing one or two long-chain fatty acid residues. Lipo-alkaloids are transesterified derivatives of the most toxic and highly effective diester-type diterpene alkaloids, such as aconitine, hypaconitine, mesaconitine. Lipo-alkaloids are native minor compounds of aconite drugs, but their amount significantly increases after traditional processing, which is a general method in the Far Eastern traditional medicinal systems. Analytical works demonstrated that cautious processing (usually boiling) of crude aconite roots decreases the amount of normal diterpene alkaloids and increases the concentration of lipo-alkaloids resulting in the reduction of toxicity of the drugs. Many papers reported that lipo-alkaloids occur as a complex mixture in the drugs, and the isolation of the individual components is extremely difficult. These compounds have been identified using highly sensitive analytical methods (HPLC-MS, NMR), and semisynthetic approaches have been developed to ensure lipo-alkaloids in pure form for pharmacological studies. This review summarizes the structure, chemistry, semisynthesis, analytics and bioactivities of lipo-alkaloids. On the basis of 32 references this is the first comprehensive study on this topic, covering the data of 173 compounds.


1992 ◽  
pp. 735-738 ◽  
Author(s):  
Shin’ya Aoki ◽  
Taichi Yamaguchi ◽  
Akira Kagawa ◽  
Osamu Kohno ◽  
Akira Saji ◽  
...  

Synthesis ◽  
2019 ◽  
Vol 51 (15) ◽  
pp. 2897-2908 ◽  
Author(s):  
Anji Chen ◽  
Dan Wang ◽  
Lalith P. Samankumara ◽  
Guijun Wang

4,6-O-Benzylidene acetal protected α-methoxy d-glucose and d-glucosamine are useful building blocks for the syntheses of carbohydrate derivatives and functional molecular assemblies. In this research, we have developed a general method for the preparation of C-3 carbamate derivatives of densely functionalized glucose and glucosamine with isocyanates using organic bases as catalysts. Without a suitable catalyst, the C-3 hydroxy group of the glucosamine derivative could not be converted into the corresponding carbamates when treated with isocyanates. Several organic bases were screened as the catalysts for the reactions, and we discovered that 5.0 mol% of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) was an effective catalyst for the carbamoylation reaction. A library of both alkyl and aryl carbamate derivatives of the two sterically congested carbohydrates have been effectively synthesized using the current method.


2018 ◽  
Vol 9 (38) ◽  
pp. 7556-7561 ◽  
Author(s):  
Hiroyuki Kitano ◽  
Wataru Matsuoka ◽  
Hideto Ito ◽  
Kenichiro Itami

A palladium-catalyzed one-step annulative π-extension (APEX) reaction of indoles and pyrroles that allows rapid access to nitrogen-containing polycyclic aromatic compounds is described.


2000 ◽  
Vol 102 (1-2) ◽  
pp. 169-173 ◽  
Author(s):  
Richard D. Chambers ◽  
John Hutchinson ◽  
Matthew E. Sparrowhawk ◽  
Graham Sandford ◽  
John S. Moilliet ◽  
...  

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