Switchable Synthesis of 4,5-Functionalized 1,2,3-Thiadiazoles and 1,2,3-Triazoles from 2-Cyanothioacetamides under Diazo Group Transfer Conditions

2017 ◽  
Vol 82 (8) ◽  
pp. 4056-4071 ◽  
Author(s):  
Valeriy O. Filimonov ◽  
Lidia N. Dianova ◽  
Kristina A. Galata ◽  
Tetyana V. Beryozkina ◽  
Mikhail S. Novikov ◽  
...  
Keyword(s):  
Group Transfer ◽  
Diazo Group

Synthese und Photolyse von 5-Diazo-5-[13C] -homoadamantanon-(4).

1976 ◽  
Vol 31 (5) ◽  
pp. 586-588 ◽  
Author(s):  
Klaus-Peter Zeller
Keyword(s):  
Carboxylic Acid ◽  
Transfer Reaction ◽  
Uv Light ◽  
Intermediate Formation ◽  
Ring Expansion ◽  
Group Transfer ◽  
Total Absence ◽  
Adamantane Skeleton ◽  
Diazo Group

The synthesis of 5-diazo-5-[13C]-homoadamantan-4-one (12) is achieved by ring expansion of adamantanone with 13C-labelled diazomethane, conversion of the resulting 4-[13C]-homoadamantan-4-one (10) to the hydroxymethylene compound (11), followed by deformylative diazo group transfer reaction. The photolysis of 12 with pyrex filtered UV-light in dioxane-water (10:1) yields adamantan-2-carboxylic acid containing all the label in the 2-position of the adamantane skeleton. The total absence of isotope scrambling excludes the intermediate formation of the polycyclic oxiren (16) (Scheme 3).

Polymergebundenes Sulfonylazid zur entformylierenden Diazogruppen-Übertragung und zur Diazo -cyclopolyen -Synthese / Polymer Anchored Sulfonylazide for Deformylating Diazo Group Transfer and the Synthesis of Diazo-cyclopolyenes

1981 ◽  
Vol 36 (9) ◽  
pp. 1149-1152 ◽  
Author(s):  
Heinz Dürr ◽  
Gerhard Hauck ◽  
Wolfgang Brück ◽  
Helge Kober
Keyword(s):  
Low Temperature ◽  
Transfer Reaction ◽  
Diazo Compound ◽  
Alternative Route ◽  
Secondary Product ◽  
Group Transfer ◽  
Sulfonyl Azide ◽  
Polymer Anchored ◽  
Cyclic Polyenes ◽  
Diazo Group

AbstractPolymer anchored sulfonylazide is compared with its efficiency in the diazogroup transfer reaction of tosylazide. The resulting yields with the polymeric reaction are slightly lower than with tosylazide. However the greater thermostability of polymeric sulfonyl azide and its workup procedure make this alternative very attractive for synthesis. The reaction of polymeric sulfonyl azide with cyclic polyenes gives very small yields compared with the monomeric reaction. The attempt to generate diazocyclononatetraene by an alternative route leads only to the secondary product namely indene. At low temperature, and intermediate diazo-compound is, however, observed, which is tentatively assigned to structure 12.

Detrifluoroacetylative Diazo Group Transfer: (E)-1-Diazo-4-Phenyl-3-Buten-2-One

2003 ◽  
pp. 134-134 ◽  
Author(s):  
Rick L. Danheiser ◽  
Raymond F. Miller ◽  
Ronald G. Brisbois
Keyword(s):  
Group Transfer ◽  
Diazo Group

Chemoselectivity for Alkene Cleavage by Palladium-Catalyzed Intramolecular Diazo Group Transfer from Azide to Alkene

2019 ◽  
Vol 25 (7) ◽  
pp. 1727-1732 ◽  
Author(s):  
Grant B. Frost ◽  
Michaela N. Mittelstaedt ◽  
Christopher J. Douglas
Keyword(s):  
Group Transfer ◽  
Palladium Catalyzed ◽  
Diazo Group
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