Isomerization of acetylenic acids with sodium salt of 1,2-diaminoethane: a one step synthesis of megatomoic acid

1982 ◽  
Vol 60 (10) ◽  
pp. 1238-1243 ◽  
Author(s):  
S. R. Abrams
Keyword(s):  
Sex Pheromone ◽  
Sodium Salt ◽  
Triple Bond ◽  
Carboxyl Group ◽  
One Step ◽  
Acetylenic Acids ◽  
Black Carpet Beetle ◽  
Megatomoic Acid

A number of isomeric tetradecynoic acids were isomerized with the sodium salt of 1,2-diaminoethane. Isomers having the triple bond near the carboxyl group rearranged to E,Z-3,5- and E,E-3,5-tetradecadienoic acids (1 and 2), the former compound being the sex pheromone of the black carpet beetle. Isomers having the triple bond closer to the terminus of the chain afforded some 13-tetradecynoic acid along with 1 and 2. Delocalized anions 12 and 13 are thought to contribute to the formation of 1 and 2.

Some alkali metal alkyl amides as alkyne isomerization reagents: selective isomerization of one triple bond of a diynol

1983 ◽  
Vol 61 (6) ◽  
pp. 1073-1076 ◽  
Author(s):  
Suzanne R. Abrams ◽  
Donato D. Nucciarone ◽  
Warren F. Steck
Keyword(s):  
Sex Pheromone ◽  
Alkali Metal ◽  
Sodium Salt ◽  
Triple Bond ◽  
Lithium Salt ◽  
Terminal Position ◽  
Sodium Salts ◽  
Triple Bonds ◽  
High Yields ◽  
Insect Sex

The lithium and sodium salts of 1,2-diaminoethane, 1,3-diaminopropane, n-butylamine, and the lithium salt of isobutylamine were studied as potential reagents for isomerization of triple bonds in alkyn-1-ols. The sodium salts of the diamines afforded high yields of the ω-alkyn-1-ol. Somewhat surprisingly, the sodium salt of n-butylamine also effects isomerization to the terminal position. The lithium salt of 1,3-diaminopropane gave the highest conversion of 2- to 3-alkyn-1-ol. A novel, selective rearrangement of one triple bond of a diynol, a 2, ω- to 3, ω-diyn-1-ol isomerization, was incorporated into a synthesis of the insect sex pheromone 3,13-octadecadienol acetate.

Controlled synthesis of Fe3O4 nanosheets via one-step pyrolysis of EDTA ferric sodium salt

2010 ◽  
Vol 504 (2) ◽  
pp. L46-L50 ◽  
Author(s):  
Lingyun Chen ◽  
Chenglan Zhao ◽  
Yang Zhou ◽  
Hui Peng ◽  
Yiyang Zheng
Keyword(s):  
Sodium Salt ◽  
Controlled Synthesis ◽  
Ferric Sodium ◽  
One Step

Synthesis of biologically active heterocyclic compounds from allenic and acetylenic nitriles and related compounds

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Marthe Carine Djuidje Fotsing ◽  
Dieudonné Njamen ◽  
Zacharias Tanee Fomum ◽  
Derek Tantoh Ndinteh
Keyword(s):  
Michael Addition ◽  
Heterocyclic Compounds ◽  
Biological Activities ◽  
Biologically Active ◽  
Polycyclic Compounds ◽  
One Step ◽  
Pharmaceutical Properties ◽  
Related Compounds ◽  
Acetylenic Acids ◽  
The Michael Addition

Abstract Cyclic and polycyclic compounds containing moieties such as imidazole, pyrazole, isoxazole, thiazoline, oxazine, indole, benzothiazole and benzoxazole benzimidazole are prized molecules because of the various pharmaceutical properties that they display. This led Prof. Landor and co-workers to engage in the synthesis of several of them such as alkylimidazolenes, oxazolines, thiazolines, pyrimidopyrimidines, pyridylpyrazoles, benzoxazines, quinolines, pyrimidobenzimidazoles and pyrimidobenzothiazolones. This review covers the synthesis of biologically active heterocyclic compounds by the Michael addition and the double Michael addition of various amines and diamines on allenic nitriles, acetylenic nitriles, hydroxyacetylenic nitriles, acetylenic acids and acetylenic aldehydes. The heterocycles were obtained in one step reaction and in most cases, did not give side products. A brief discussion on the biological activities of some heterocycles is also provided.

ChemInform Abstract: A ONE STEP TRANSFORMATION OF THE SODIUM SALT OF α-ACI-NITROTOLUENE INTO 3,4,5-TRIPHENYLISOXAZOLE

1982 ◽  
Vol 13 (52) ◽  
Author(s):  
K. FUKUNAGA ◽  
A. OKAMOTO ◽  
K. FURUMOTO ◽  
M. KIMURA
Keyword(s):  
Sodium Salt ◽  
One Step

scholarly journals Effectiveness of sodium hypochlorite and sulfinic acid sodium salt treatment on dentin-resin bonding: Long-term durability of one-step self-etching adhesive

2017 ◽  
Vol 36 (6) ◽  
pp. 842-850 ◽  
Author(s):  
Hayaki NAKATANI ◽  
Atsushi MINE ◽  
Mariko MATSUMOTO ◽  
Tomoshige KABETANI ◽  
Asuka KAWAGUCHI-UEMURA ◽  
...  
Keyword(s):  
Sodium Hypochlorite ◽  
Sodium Salt ◽  
Sulfinic Acid ◽  
Salt Treatment ◽  
Acid Sodium Salt ◽  
One Step ◽  
Resin Bonding

One step introduction of the activated carboxyl groups with long aliphatic arm onto hydroxyl groups containing polymers

1990 ◽  
Vol 55 (5) ◽  
pp. 1321-1325
Author(s):  
Luboš Arnold ◽  
Jiří Smrt
Keyword(s):  
Carboxyl Groups ◽  
Hydroxyl Groups ◽  
Carboxyl Group ◽  
One Step ◽  
Nitrophenyl Ester

Bis-N-hydroxysuccinimide ester of 1,10-decanediol bis-succinate (Ia) reacts with hydroxyl groups bearing polymers (Spheron, cellulose, Sephacryl) affording activated carboxyl group containing derivatives IIa. Analogous 4-nitrophenyl group bearing Spheron derivative IIb was prepared starting from bis-4-nitrophenyl ester of 1,10-decanediol bis-succinate (Ib). 3'-O-(4,4'-Dimethoxytriphenylmethyl)-2'-deoxythymidine 5'-(6-amino-1-hexyl)-phosphate (V) was developed as reagent to determine the extent of activated carboxyl groups. Attachment ranging from 3.1-7.3 μmol/g was achieved.

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