LYCOPODIUM ALKALOIDS: II SOME REACTIONS OF THE PERMANGANATE OXIDATION PRODUCT OF ANOTININE

1953 ◽  
Vol 31 (6) ◽  
pp. 543-549 ◽  
Author(s):  
David B. MacLean ◽  
H. C. Prime
Keyword(s):  
Nitrogen Atom ◽  
Oxidation Product ◽  
Permanganate Oxidation ◽  
Clemmensen Reduction ◽  
Lycopodium Alkaloids

The permanganate oxidation product of annotinine is shown to be an amide that contains the ether ring of annotinine still intact. The Clemmensen reduction of this compound to the saturated base, C16H23O2N, was re-examined. A number of intermediates were isolated from the system and these were also prepared from the oxidation product by other methods. Analogous reactions of annotinine chlorohydrin were also studied. From these results suggestions are presented regarding the size of the ether ring and its position relative to the nitrogen atom.

LYCOPODIUM ALKALOIDS: VIII. LYCOPODINE

1959 ◽  
Vol 37 (10) ◽  
pp. 1757-1763 ◽  
Author(s):  
D. B. MacLean ◽  
W. A. Harrison
Keyword(s):  
Nitrogen Atom ◽  
Carbonyl Group ◽  
Lycopodium Alkaloids

Information pertaining to the position of the carbonyl group relative to the nitrogen atom and to the size of one of the nitrogen rings in lycopodine has been obtained through a study of the reactions of α- and β-cyanobromolycopodine.

LYCOPODIUM ALKALOIDS: IV. REACTIONS OF α-CYANOBROMOLYCOPODINE AND ITS DERIVATIVES

1956 ◽  
Vol 34 (11) ◽  
pp. 1519-1527 ◽  
Author(s):  
L. R. C. Barclay ◽  
David B. MacLean
Keyword(s):  
Nitrogen Atom ◽  
Carbonyl Group ◽  
Lycopodium Alkaloids ◽  
Hydrolysis Of ◽  
Methylene Group

The hydrogenolysis and hydrolysis of α-cyanobromolycopodine to the secondary tricyclic base, α-des-dihydrolycopodine, is reported. The latter compound was converted to the methiodide in poor yield so that further degradations of the molecule through this derivative were not feasible. Hydride reductions of α-cyanobromolycopodine and some of its derivatives are recorded. The presence of a methylene group adjacent to the carbonyl group in lycopodine has been proved. Evidence is presented which suggests that the carbonyl group and the nitrogen atom are relatively close to one another in the molecule.

THE SYNTHESES AND REACTIONS OF ALKYLATED FURANS

1957 ◽  
Vol 35 (3) ◽  
pp. 236-250 ◽  
Author(s):  
Wm. H. Brown ◽  
George F Wright
Keyword(s):  
Nitric Acid ◽  
Oxidation Product ◽  
Acid Oxidation ◽  
Air Oxidation ◽  
Substitution Product ◽  
Butyl Bromide ◽  
Permanganate Oxidation ◽  
Nitric Acid Oxidation ◽  
Cis Isomer

The reaction of 2-chloromercurifuran with t-butyl bromide does not yield 2-t-butylfuran. Instead 2,5-di-t-butylfuran, 2,2,7,7-tetramethyloctane-3,6-dione, and 2-t-butyl-5-[2,4,4-trimethyl-2-pentyl]furan are produced. Air-oxidation of di-t-butylfuran yields trans-2,2,7,7-tetramethyl-4-octene-3,6-dione (converted to the cis isomer photochemically) which forms a dibromide identical with the dibromo substitution product from tetramethyloctanedione. Cold nitric acid oxidation of di-t-butylfuran or tetramethyloctanedione yields 4-hydroxy-5-isonitroso-2,2,7,7-tetramethyloctane-3,6-dione, but hot nitric acid oxidation of the tetramethyloctanedione yields the expected 2-trimethylacetyl-5-t-butylisoxazole. The corresponding oxidation product of t-butyltrimethylpentylfuran has not been identified, although it yields 2,2,4,4-tetramethylpentanoic acid, indicative of the isoöctyl substituent, upon hydrolysis. The same acid is obtained by permanganate oxidation of Friedel–Crafts-synthesized 2,5-di-[2,4,4-trimethyl-2-pentyl]furan, a compound which yields trans-2,2,4,4,9,9,11,11-octamethyl-6-dodecene-5,8-dione.

scholarly journals Decarboxylation of the Permanganate Oxidation Product of Lyoniresinol Dimethyl Ether

1960 ◽  
Vol 8 (9) ◽  
pp. 844-844 ◽  
Author(s):  
Masaichi Yasue ◽  
Yoshishige Kato
Keyword(s):  
Dimethyl Ether ◽  
Oxidation Product ◽  
Permanganate Oxidation

The origin of oxonitine: a potassium permanganate oxidation product of aconitine

1982 ◽  
Vol 104 (17) ◽  
pp. 4676-4677 ◽  
Author(s):  
S. William Pelletier ◽  
Jan A. Glinski ◽  
Naresh V. Mody
Keyword(s):  
Potassium Permanganate ◽  
Oxidation Product ◽  
Permanganate Oxidation

ChemInform Abstract: THE ORIGIN OF OXONITINE: A POTASSIUM PERMANGANATE OXIDATION PRODUCT OF ACONITINE

1982 ◽  
Vol 13 (47) ◽  
Author(s):  
S. W. PELLETIER ◽  
J. A. GLINSKI ◽  
N. V. MODY
Keyword(s):  
Potassium Permanganate ◽  
Oxidation Product ◽  
Permanganate Oxidation

Effect of a miscible solvent on the Clemmensen reduction

1963 ◽  
Vol 13 (8) ◽  
pp. 346-347
Author(s):  
G. E. Risinger ◽  
J. A. Thompson
Keyword(s):  
Clemmensen Reduction

Modified Clemmensen reduction of some diaryl ketones with non-amalgamated zinc

2006 ◽  
Author(s):  
Vladimir Bulavka
Keyword(s):  
Clemmensen Reduction

Nitrogen Atom Densities in Rare Gas Diluted N2 Plasmas with Capacitive and Inductive Coupling

2008 ◽  
Vol 128 (10) ◽  
pp. 615-618 ◽  
Author(s):  
Takeshi Kitajima ◽  
Akihiro Kubota ◽  
Toshiki Nakano
Keyword(s):  
Nitrogen Atom ◽  
Inductive Coupling ◽  
Rare Gas
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