16510-84-2Relevant academic research and scientific papers
Revisiting the bromination of c-h bonds with molecular bromine by using a photo-microflow system
Manabe, Yoshiyuki,Kitawaki, Yuriko,Nagasaki, Masahiro,Fukase, Koichi,Matsubara, Hiroshi,Hino, Yoshiko,Fukuyama, Takahide,Ryu, Ilhyong
supporting information, p. 12750 - 12753 (2015/03/30)
The photobromination of C-H bonds by using molecular bromine was reinvestigated under microfluidic conditions. The continuous-flow method suppressed the production of dibrominated compounds and effectively produced the desired monobrominated products with high selectivity. Rapid bromination of benzylic substrates containing a photoaffinity azide group was achieved without any decomposition. Go with the (micro)flow: Photobromination of C-H bonds by using molecular bromine under microfluidic conditions has been investigated (see scheme). The continuous-flow method suppressed the production of dibrominated compounds and effectively produced the desired monobrominated compounds with high selectivity. Rapid bromination of benzylic substrates containing a photoaffinity azide group was achieved without any decomposition.
Alkoxybromination of olefins using ammonium bromide and oxone
Kumar, Macharla Arun,Naresh, Mameda,Rohitha, Chozhiyath Nappunni,Narender, Nama
supporting information, p. 3121 - 3129 (2014/01/06)
A mild, efficient, and highly regio- and stereoselective method for the methoxy and ethoxy bromination of olefins has been developed using NH 4Br as a bromine source and Oxone as an oxidant. Various kinds of olefins (aromatic, linear, and cyclic olefins) afforded the corresponding alkoxy brominated products in moderate to excellent yields. Taylor & Francis Group, LLC.
Regio-and stereoselective hydroxybromination and dibromination of olefins using ammonium bromide and oxone
MacHarla, Arun Kumar,Chozhiyath Nappunni, Rohitha,Nama, Narender
supporting information; experimental part, p. 1401 - 1405 (2012/04/04)
An efficient protocol for the synthesis of vicinal bromohydrins and dibromides from olefins is presented. Various olefins are regio-and stereoselectively hydroxybrominated and dibrominated with anti fashion, following Markonikov's rule, using eco-friendly, non-toxic, and stable reagents such as NH4Br and oxone in CH3CN/H2O (1:1) and CH3CN without employing catalyst in moderate to excellent yields. Bromohydrins are formed instantaneously.
Selective conversion of epoxides to vic-halo alcohols and symmetrical or unsymmetrical dihalides by triphenylphosphine/2,3-dichloro-5,6-dicyano-1,4- benzoquinone (DDQ) in the presence of quaternary ammonium halides
Iranpoor, Nasser,Firouzabadi, Habib,Aghapour, Ghasem,Nahid, Azarmidokht
, p. 1885 - 1891 (2007/10/03)
A new method is described for the efficient and selective conversion of epoxides to vic-halo alcohols or symmetrical and unsymmetrical dihalides using PPh3/DDQ/R4NX (X = Cl, Br, I) as a mixed-reagent system.
Cohalogenation of alkenes in ethylene oxide: Efficient methodology for the preparation of allyl vinyl ether precursors of γ,δ-unsaturated aldehydes
Dulcere,Rodriguez
, p. 399 - 405 (2007/10/02)
An investigation of the cohalogenation-dehydrohalogenation sequence as a method for the preparation of allyl vinyl ethers from simple olefins has been performed. Alkenes 1a-k react with bromide or chloride in the presence of ethylene oxide at -80°C to for
Efficient Utilization of Tetrabutylammonium Bifluoride in Halofluorination Reactions
Camps, F.,Chamorro, E.,Gasol, V.,Guerrero, A.
, p. 4294 - 4298 (2007/10/02)
The halofluorination reaction of a variety of alkenes by using tetrabutylammonium bifluoride (TBABF) in the presence of N-halosuccinimide is described.This process occurs stereospecifically to afford anti addition products, and with unsymmetrical olefins a marked Markovnikov-type regioselectivity is observed.In some cases, formation of a remarkable amount of the corresponding dihalo derivatives was found, but this undesirable side reaction can be avoided by using N-iodosucciniumide (NIS) as halogenating agent.If N-bromosuccinimide (NBS) or N-chlorosuccinimide (NCS) is utilized, these dihalo compounds can be easily removed from the halofluorinated compounds by simple column chromatography on silica gel.A mechanism for this side reaction is postulated.
