16717-84-3Relevant academic research and scientific papers
New halogenation reagent system for one-pot conversion of alcohols into iodides and azides
Kamal, Ahmed,Ramesh,Laxman
, p. 827 - 833 (2001)
In Situ generation of hydrogen iodide from methanesulphonic acid/sodium iodide in different solvents was found to be an attractive reagent system for the chemoselective conversion of various alcohols to their corresponding iodides. Moreover, treatment of benzylic and allylic alcohols with this reagent system, followed by substitution with azide ion, produced the corresponding azides in one pot in good yields.
Direct catalytic azidation of allylic alcohols
Rueping, Magnus,Vila, Carlos,Uria, Uxue
supporting information; experimental part, p. 768 - 771 (2012/03/26)
A direct catalytic azidation of primary, secondary, and tertiary allylic alcohols has been developed. This new azidation reaction affords the corresponding allylic azides in high to excellent yields and regioselectivities. The reaction provides straightforward access to allylic azides that are valuable intermediates in organic synthesis, including the preparation of primary amines or 1,2,3-triazole derivatives.
Synthesis and reactions of highly strained 2,3-bridged 2H-azirines
Banert, Klaus,Meier, Barbara
, p. 4015 - 4019 (2008/01/27)
Take the strain: Despite extreme ring strain and reactivity, the heterocycles 2, which are easily obtained from azides 1 and detectable by NMR spectroscopy, can be converted stereoselectively by novel addition and cycloaddition reactions. (Chemical Equation Presented)
A simple one-pot method for the preparation of allyl azides from allyl alcohols using triphosgene: Synthesis of N1-cinnamyl azetidin-2-ones
Jayanthi,Gumaste,Deshmukh
, p. 979 - 982 (2007/10/03)
A simple and efficient one-pot method for the preparation of allyl azides from allyl alcohols using triphosgene and sodium azide is described. An application of cinnamyl azide for the synthesis of various N1 -cinnamyl azetidin-2-ones is also described.
Process for the preparation of azide derivatives
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, (2008/06/13)
A process for the preparation of azide derivatives useful as drugs, perfumes or intermediates of dyes by reacting an alcohol derivative with di-p-nitrophenyl phosphorazidate in the presence of 1,8-diazabicyclo[5.4.0]-7-undecene.
Efficient method for the one-pot azidation of alcohols using bis(p-nitrophenyl) phosphorazidate
Mizuno, Masanori,Shioiri, Takayuki
, p. 2165 - 2166 (2007/10/03)
The direct stereoselective conversion of various alcohols and hexopyranoses into the corresponding alkyl azides and glycosyl azides, respectively, is efficiently accomplished by using bis(p-nitrophenyl) phosphorazidate and DBU.
Intramolecular Diels-Alder reaction of cyclenic trienes: Stereoselectivity and NMR structure determination
Blond, Alain,Platzer, Nicole,Guy, Alain,Dhotel, Helene,Serva, Laurence
, p. 283 - 293 (2007/10/03)
A series of trienes possessing an internally cyclenic dienophilic group undergo thermal intramolecular DielsAlder (IMDA) reaction with high selectivity for the cis-fused products. A concentrated solution of LIC1O4 in diethyl ether catalyzes the IMDA reaction of cyclenic nitrotrienes, giving rise to the irans-fused compounds. The stereochcmical outcome of these various processes are rationalized in terms of a minimization of the steric interactions between the ring and the chain on the one hand and the endo-stabilization from the nitro group on the other. The structures of the cycloadducts have been carefully determined by NMR 1H and 13C spectroscopy: dipolar interactions, detected via nuclear Overhauser effects, and criteria based on scalar coupling and moreover on chemical shifts have been employed. Conformational preferences were observed. Elsevier,.
The Functionalization of Saturated Hydrocarbons. Part 26. Ionic Substitution Reactions in GoAggIV Chemistry: The Construction of C-N, C-S and C-C Bonds
Barton, Derek H. R.,Warinthorn, Chavasiri
, p. 47 - 60 (2007/10/02)
Utilization of the GoAggIV system in the presence of sodium azide, sodium nitrite, sodium thiocyanate, sodium disulfide and tetraethylammonium cyanide converts saturated hydrocarbons into the corresponding alkyl azides, nitroalkanes, alkyl thiocyanates, dialkyl disulfides and alkyl cyanides, respectively.Mechanistic studies suggest an Fe-centered ligand coupling reaction pathway.Key Words: Gif systems; Selective functionalization, Iron catalysts, C-N bond formation, C-S bond formation, C-C bond formation
Synthesis of N-Protected Amino Esters via Palladium Catalysed Allylic Substitution
Jumnah, Roshan,Williams, Jonathan M. J.,Williams, Andrew C.
, p. 6619 - 6622 (2007/10/02)
N-protected allylamines were prepared by palladium catalysed allylic substitution of the corresponding allyl acetates with a range of nitrogen nucleophiles.The so-formed N-protected allylamines were subjected to oxidative cleavage of the alkene to afford N-protected amino acids or esters.
