Reaction of 5-Chloroalkyl-3-phenyl-4,5-dihydroisoxazoles with strong base. An unexpected new synthesis of the 2-Oxa-3-azabicyclo[3,1,0]hex-3-ene ring system

1977 ◽  
Vol 30 (8) ◽  
pp. 1855 ◽  
Author(s):  
TG Burrowes ◽  
WR Jackson ◽  
S Faulks ◽  
I Sharp
Keyword(s):  
Ring System ◽  
Dimethyl Sulphoxide ◽  
High Yield ◽  
Strong Base ◽  
Bicyclic Compounds ◽  
New Synthesis ◽  
Bicyclic System ◽  
Methyl Derivatives ◽  
High Yields ◽  
Derivatives Of

Reaction of 5-chloromethyl-3-phenyl-4,5-dihydroisoxazole with potassium t-butoxide in dimethyl sulphoxide gives 4-phenyl-2-oxa-3- azabicyclo[3,1,0]hex-3-ene in high yield and reaction of the 5-(1?- chloroethyl) homologue gives high yields of the diastereoisomeric 6- methyl derivatives of the bicyclic system. Some unsuccessful attempts to convert these bicyclic compounds into substituted cyclo-propanols and cyclopropenes are described.

The exhaustive reduction of formylporphyrins to methylporphyrins using dimethylformamide/water as reductant under microwave irradiation

2014 ◽  
Vol 18 (03) ◽  
pp. 200-208 ◽  
Author(s):  
Sarah J. Fletcher ◽  
Shannon R. Harper ◽  
Dennis P. Arnold
Keyword(s):  
Microwave Irradiation ◽  
Microwave Heating ◽  
Trifluoroacetic Acid ◽  
High Yield ◽  
Primary Alcohols ◽  
Visible Spectra ◽  
Added Water ◽  
Methyl Derivatives ◽  
Uv Visible ◽  
Derivatives Of

The reduction of meso-formyl derivatives of 5,15-diaryl- and 5,10,15-triphenylporphyrin (and their nickel(II) complexes) to the corresponding meso-methyl porphyrins is achieved in high yield by microwave heating of the substrate in dimethylformamide (DMF) in the presence of acids such as trifluoroacetic acid, or even just with added water. The reactions are complete in less than 30 min at 250 °C. The reaction is strongly suppressed in very dry DMF in the absence of added acid. The meso-hydroxymethyl porphyrins are also reduced to the methyl derivatives, suggesting the primary alcohols may be intermediates in the exhaustive reduction. UV-visible spectra taken at intervals during reaction at 240 °C indicated that at least one other intermediate is present, but it was not identified. In d7-DMF, the methylporphyrin isolated was mainly Por-CD2H, showing that both of the added hydrogens arise from the solvent, and not from the added water or acid.

2,3-(1′-Pyrazolino-3′,4′) hexopyranosides and their products of decomposition

1978 ◽  
Vol 56 (24) ◽  
pp. 3087-3095 ◽  
Author(s):  
Hans H. Baer ◽  
Friedrich Linhart ◽  
Hanna R. Hanna
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Silica Gel ◽  
Optical Rotatory Dispersion ◽  
Optical Rotatory ◽  
Dispersion Data ◽  
Methyl Derivatives ◽  
High Yields ◽  
Derivatives Of ◽  
Methylene Derivative

The methyl 4,6-O-benzylidene-2,3-dideoxy-3-nitrohex-2-enopyranosides having the β-D-erythro (1), α-D-erythro (2), β-D-threo (3), and α-D-threo (4) configurations reacted with diazomethane to give high yields of 2,3-(1′-pyrazolino-3′,4′) derivatives (5–8). The pyrazolines 5 and 6 (from 1 and 2) were deduced on the basis of nuclear magnetic resonance and optical rotatory dispersion data to possess the β- and α-D-gluco configurations, and 7 and 8 (from 3 and 4), to have the β- and α-D-ido configurations, respectively. Thermolysis of 5, 6, and 8 led to the methyl-branched, nitroolefinic glycosides 9, 10, and 11 (the 2-C-methyl derivatives of 1, 2, and 4), whereas 7 afforded the corresponding 2,3-C-methylene derivative 12, a cyclopropano sugar. The α-anomeric cyclopropano derivative 13 was obtained from 8 by decomposition on silica gel.

Reactions of oxonium derivatives of (B12H12)2- with phenoles, and synthesis and photochemical properties of a phthalocyanine containing four (B12H12)2- groups

2006 ◽  
Vol 10 (11) ◽  
pp. 1293-1300 ◽  
Author(s):  
Andrej Semioshkin ◽  
Olga Tsaryova ◽  
Olga Zhidkova ◽  
Vladimir Bregadze ◽  
Dieter Wöhrle
Keyword(s):  
Photocatalytic Activity ◽  
Neutron Capture ◽  
Tumor Therapy ◽  
High Yield ◽  
Neutron Capture Therapy ◽  
Boron Neutron Capture ◽  
Oxonium Derivatives ◽  
Photochemical Properties ◽  
High Yields ◽  
Derivatives Of

The reactions of dodecahydro-closo-dodecaborate oxonium derivatives with various phenols resulted in phenoxy-undecahydro-closo-dodecaborates in high yields. Using this method, a phthalocyanine zinc(II) complex containing four ( B 12 H 12)2- species was prepared in high yield. The compound shows good photocatalytic activity. The combination of boron cages and phthalocyanines makes this compound useful for boron neutron capture therapy for cancer and photodynamic tumor therapy.

The 2- and 3-C-Methyl Derivatives of Methyl 2,3-Dideoxy-α-D-erythro-hex-2-enopyranosid-4-ulose

1975 ◽  
Vol 53 (13) ◽  
pp. 2017-2023 ◽  
Author(s):  
David Roy Hicks ◽  
Bert Fraser-Reid
Keyword(s):  
Organometallic Reagents ◽  
Methyl Derivatives ◽  
High Yields ◽  
Derivatives Of

The oxirane rings of carbohydrate 2,3-anhydro sugars are opened stereospecifically by lithium dimethyl cuprate. These reactions go in high yields, without the formation of abberant side products encountered with other organometallic reagents. The alcohols produced are converted via their xanthate esters to olefins in good overall yields. The latter on hydrolysis and oxidation give the title enones.

Physical Properties of TCNQ Salts with N-Methyl Derivatives of Pyridine

1982 ◽  
Vol 85 (1) ◽  
pp. 257-263 ◽  
Author(s):  
A. Graja ◽  
M. Przybylski ◽  
B. Butka ◽  
R. Swietlik
Keyword(s):  
Physical Properties ◽  
Methyl Derivatives ◽  
Derivatives Of
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