A regioselective introduction of functional groups to the double bonds of allylic and homoallylic alcohols via the corresponding trichloroacetimidates

1982 ◽  
pp. 1308 ◽  
Author(s):  
Giuliana Cardillo ◽  
Mario Orena ◽  
Gianni Porzi ◽  
Sergio Sandri
Keyword(s):  
Functional Groups ◽  
Double Bonds ◽  
Homoallylic Alcohols

Practical Deoxygenation of Oxazole N-Oxides by PCl3/Collidine

Synthesis ◽  
2018 ◽  
Vol 51 (02) ◽  
pp. 414-420
Author(s):  
Valerii Shirinian ◽  
Ilya Lonshakov ◽  
Alexey Zakharov ◽  
Andrey Lvov ◽  
Mikhail Krayushkin
Keyword(s):  
Functional Groups ◽  
Heterocyclic Compounds ◽  
Phosphorus Trichloride ◽  
Double Bonds ◽  
Wide Range

A new chemoselective method for the synthesis of 2-aryl-1,3-oxazoles by deoxygenation of the corresponding N-oxides has been developed. As the deoxygenation reagent, a previously unknown complex of collidine with phosphorus trichloride in a 2:1 ratio has been used. The developed method enabled the preparation of a wide range of 2-aryl-1,3-oxazoles comprising various functional groups in good yields. The advantage of this reagent is its tolerance to nitro, methyl, hydroxyl, formyl, and acetyl groups, and double bonds. Due to chemoselectivity and availability of reagents, the method may be used for deoxygenation of N-oxides of other heterocyclic compounds (thiazole, pyridine, quinoline, etc.).

Reactions of bridging C3 ligands in diiron complexes: Unconventional routes to new functionalized organic frames

2010 ◽  
Vol 82 (7) ◽  
pp. 1555-1568 ◽  
Author(s):  
Valerio Zanotti
Keyword(s):  
Functional Groups ◽  
Nucleophilic Addition ◽  
Metal Center ◽  
Unusual Reaction ◽  
Nucleophilic Attack ◽  
Double Bonds ◽  
Bridging Ligands ◽  
Reaction Patterns

Diiron complexes containing C3 ligands, such as vinyliminium and vinylalkylidene bridging units, display unusual reaction patterns, not observed when the same organic fragments are bound to a single metal center, or not coordinated. Bridging vinyliminium complexes [Fe2{μ-η1:η3-C(NMe2)CH=CR}(μ-CO)(CO)(Cp)2][SO3CF3] undergo nucleophilic addition at the iminium C or at α-C position, which is uncommon since non-coordinated vinyliminium species generally undergo conjugated (Michael type) nucleophilic attack. Likewise, bridging vinyliminium ligands undergo new and unusual transformations consisting of the deprotonation and replacement of the α-CH by a variety of functional groups. These reactions, resulting in the formation of C–C and C–heteroatom single and double bonds, produce new bridging ligands of the type [μ-C(NMe2)C(X)CR) (X = S, O, Se, SPh, CNMe, NNCHCO2Me]. Removal of the vinylalkylidene ligands from the bridging coordination is achieved by a [3 + 2] cycloaddition with alkynes. The reaction leads to the formation of ferrocenes containing one polysubstituted Cp ring, which results from the cycloaddition of the bridging C3 ligand with alkynes. This result suggests a new possible route for the synthesis of polyfunctionalized ferrocenes.

Relative reactivities of double bonds in compounds with functional groups towards the dimethylcyanomethyl radical

1989 ◽  
Vol 38 (4) ◽  
pp. 789-792 ◽  
Author(s):  
I. N. Markevich ◽  
G. S. Borisova ◽  
N. N. Glebova ◽  
O. K. Sharaev ◽  
I. Ya. Ostrovskaya ◽  
...  
Keyword(s):  
Functional Groups ◽  
Double Bonds

Recent Development of Difunctionalization of Alkenes with C-N Bond Formation

2021 ◽  
Author(s):  
Xiang Chen ◽  
Fang Xiao ◽  
Wei-Min He
Keyword(s):  
Functional Groups ◽  
Bond Formation ◽  
Double Bonds ◽  
One Pot ◽  
Carbon Bond ◽  
Carbon Carbon Bond

Difunctionalization of carbon-carbon double bonds, which introduced two new functional groups onto both sides of the carbon-carbon bond in one pot, became more and more attractive as a powerful tool...

scholarly journals Synthesis, Characterization and Epoxidation ofcis-Enriched New Polycarbonates Catalyzed by Efficient Organotin Compound

2011 ◽  
Vol 8 (s1) ◽  
pp. S318-S322 ◽  
Author(s):  
A. H. Massoudi ◽  
N. Ramazanian ◽  
H. Vahedi ◽  
J. Khodabakhshi
Keyword(s):  
Functional Groups ◽  
Polymer Chain ◽  
Good Yield ◽  
Organotin Compound ◽  
Polymer Structure ◽  
Polymer Molecule ◽  
Polymerization Reaction ◽  
Diphenyl Carbonate ◽  
Double Bonds ◽  
Aromatic Derivative

Presence of active functional groups on polymer chain is a suitable aspect of polymer structure which allows performing next favourite reactions on polymer molecule. In this research a novel aromatic derivative ofcis-but-2-endiol was synthesized as monomer. The synthesized monomer was polymerized using diphenyl carbonate and 1,4-butandiol as second and third monomer along with organotin catalyst. Polymerization reaction performed by using melt-phase transesterification process to produce a new terpolymer of polycarbonate. During the reaction the double bonds are preserved on polymer chain and epoxidized bym-chloroperbenzoic acid (MCBPA) in good yield to demonstrate the reactivity and possibility of performing further reactions on double bonds of polymer.

3-Carboxypyridinium chlorochromate – aluminium chloride — An efficient and inexpensive reagent system for the selective oxidation of sulfides to sulfoxides and sulfones in solution and under microwave irradiation

2005 ◽  
Vol 83 (2) ◽  
pp. 115-121 ◽  
Author(s):  
Iraj Mohammadpoor-Baltork ◽  
Hamid R Memarian ◽  
Kiumars Bahrami
Keyword(s):  
Microwave Irradiation ◽  
Functional Groups ◽  
Selective Oxidation ◽  
Lewis Acid ◽  
Aluminium Chloride ◽  
Double Bonds ◽  
Oxidation Of Sulfides ◽  
Efficient Reagent

3-Carboxypyridinium chlorochromate (CPCC) in the presence of aluminium chloride is a very efficient reagent for the selective oxidation of sulfides to sulfoxide and sulfones in solution and under microwave irradiation. It is noteworthy that different functional groups including carbon–carbon double bonds, ketones, oximes, aldehydes, ethers, and acetals were tolerated under these reaction conditions.Key words: sulfoxides, sulfones, oxidation, chlorochromate, Lewis acid.

ATISINE: THE HETEROCYCLIC RING AND FUNCTIONAL GROUPS

1954 ◽  
Vol 32 (5) ◽  
pp. 465-473 ◽  
Author(s):  
O. E. Edwards ◽  
Tara Singh
Keyword(s):  
Functional Groups ◽  
Heterocyclic Ring ◽  
Double Bonds ◽  
Secondary Hydroxyl ◽  
Exocyclic Methylene ◽  
Methylene Group ◽  
Hydroxyethyl Group

Evidence is presented which confirms the presence in atisine and isoatisine of vinylamine double bonds, an N-(β-hydroxyethyl) group, an exocyclic methylene group, and a secondary hydroxyl in an allylic relation to the latter. The size and substitution of the heterocyclic ring is discussed. The pyrolysis of atisine and isoatisine hydrochlorides to give a C20H29ON base is described.

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