1961-65-5

Upstream product

• 60-29-7 diethyl ether 
• 4504-27-2 1-azidopropan-2-one 
• 2085-88-3 2-methyl-2-phenyloxirane 
• 98-83-9 isopropenylbenzene 
• 31778-29-7 1-bromo-2-phenylpropan-2-ol 

Downstream Products

• 93-55-0 1-phenyl-propan-1-one 
• 103-79-7 1-phenyl-acetone 
• 115046-28-1 (2-Azido-1-fluoro-1-methyl-ethyl)-benzene 
• 98-86-2 acetophenone 

Relevant academic research and scientific papers

Concurrent Formation of N-H Imines and Carbonyl Compounds by Ruthenium-Catalyzed C-C Bond Cleavage of β-Hydroxy Azides

A commercial cyclopentadienylrutenium dicarbonyl dimer ([CpRu(CO)2]2) efficiently catalyzes the formation of N-H imines and carbonyl compounds simultaneously from β-hydroxy azides via C-C bond cleavage under visible light. Density functional theory calculations for the cleavage reaction support the mechanism involving chelation of alkoxy azide species and liberation of nitrogen as the driving force. The synthetic utility of the reaction was demonstrated by a new amine synthesis promoted by chemoselective allylation of imine and synthesis of isoquinoline.

BiI3 mediated difunctionalization of α-methylstyrenes, including azidohydroxylation and azidoiodination

BiI3 mediated vicinal azidohydroxylation of α-methylstyrenes 1 with NaN3 in wet DMF affords β-azidoalcohols 4 in good yields. In dry DMF, β-azidoiodides 6 are also obtained by BiI3 mediated vicinal azidoiodination of α-met

Preparation method of beta-azide alcohol compound

The invention discloses a preparation method of a beta-azide alcohol compound. According to the method, an olefin compound shown in a formula I, an azide source shown in a formula II and a photocatalyst are mixed in a non-nucleophilic organic solvent; and

Visible-Light-Promoted Metal-Free Aerobic Hydroxyazidation of Alkenes

A highly efficient visible-light-promoted metal-free aerobic hydroxyazidation of alkenes has been developed. This protocol was operationally simple with broad substrate scope using relatively simple and readily available starting materials, such as alkene

Mn-Catalyzed Highly Efficient Aerobic Oxidative Hydroxyazidation of Olefins: A Direct Approach to β-Azido Alcohols

(Chemical Equation Presented). An efficient Mn-catalyzed aerobic oxidative hydroxyazidation of olefins for synthesis of β-azido alcohols has been developed. The aerobic oxidative generation of azido radical employing air as the terminal oxidant is disclosed as the key process for this transformation. The reaction is appreciated by its broad substrate scope, inexpensive Mn-catalyst, high efficiency, easy operation under air, and mild conditions at room temperature. This chemistry provides a novel approach to high value-added β-azido alcohols, which are useful precursors of aziridines, β-amino alcohols, and other important N- and O-containing heterocyclic compounds. This chemistry also provides an unexpected approach to azido substituted cyclic peroxy alcohol esters. A DFT calculation indicates that Mn catalyst plays key dual roles as an efficient catalyst for the generation of azido radical and a stabilizer for peroxyl radical intermediate. Further calculation reasonably explains the proposed mechanism for the control of C-C bond cleavage or for the formation of β-azido alcohols.

Oxidant controlled regio- and stereodivergent azidohydroxylation of alkenes via I2 catalysis

A novel, I2 catalyzed regio- and stereodivergent vicinal azidohydroxylation of alkenes leading to 1,2-azidoalcohols in high yields (up to 92%) and excellent dr (up to 98%) has been developed. This unprecedented transformation employs NaN3 and DMF as N- and O-nucleophiles respectively. The role of DMF as the O-source in the reaction has been unequivocally proven by 18O labelling studies.

Resolution of 2,2-disubstituted epoxides via biocatalytic azidolysis

A practical procedure for the enzymatic resolution of 2-alkyl-2-aryl- disubstituted epoxides using the Codex HHDH P2E2 enzyme and sodium azide is reported. This method allowed the synthesis of novel regio-and enantioselective 1-azido-2-arylpropan-2-ols in

Regio- and diastereoselective formation of 1,2-azidohydroperoxides by photooxygenation of alkenes in the presence of azide anions

1,2-Azidohydroperoxides are accessible from alkenes when irradiated in the presence of azide anions, oxygen and an appropriate sensitizer. The results of substrate/sensitizer variations indicate a reaction initiated by electron transfer to give the sensitizer radical anion and azidyl radicals. The latter efficiently add to alkenes producing carbon radicals which are trapped by molecular oxygen.

SYNTHESIS OF β-FLUOROAZIDES : A ROUTE TO PRIMARY β-FLUORO AMINES

Two ways for the synthesis of β-fluoroazides are presented.The first one uses 1,2,2-trifluoro-2-chloro triethylamine (FAR) as a fluorinating reagent on the corresponding azidoalcohols.It is a smooth reaction at room temperature, but is not stereospecific ; it works well for phenyl substituted or primary α-carbon β-fluoroazides.The second route is the substitution of the azide group for bromine on an appropriate fluorobromide in phase transfer conditions.It is stereospecific (except for one case).It works well to give pure diastereoisomers of β-fluoroazides with pseudo primary (with deuterium) or secondary α-carbon atoms.