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Relevant academic research and scientific papers

Alkene, Bromide, and ROH – How To Achieve Selectivity? Electrochemical Synthesis of Bromohydrins and Their Ethers

Bromohydrins and their ethers were electrochemically synthesized via hydroxy- and alkoxybromination of alkenes using potassium bromide and water or alcohols. High selectivity of bromohydrins formation was achieved only with the use of DMSO as the solvent and an acid as the additive. The proposed combination of starting reagents, additives, and solvents allowed to form bromohydrins or their ethers selectively despite the variety of side-products (epoxides, dibromides, diols). Bromohydrins were obtained in high yields, up to 96%, with a broad substrate scope in an undivided electrochemical cell equipped with glassy carbon and platinum electrodes at high current density. (Figure presented.).

BNBTS More than brominating agent: Green and one-pot route for the C-N bond formation in water from alkenes

In this paper, in addition to introducing efficient method for bromohydrin and bromoether preparation, simple, green and efficient method to C-N bond formation from alkene and N,N'-Dibromo-N,N'-1,2-ethanediyl- bis(ptoluenesulfonamide) [BNBTS] in water was investigated. The reaction between alkenes, β-cyclodexterin, and BNBTS took place in water afterward, by making media basic; it will give the corresponding valuable building blocks in good yields (45-79%).

Alkoxybromination of olefins using ammonium bromide and oxone

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.

Efficient electrophilic cobromination of alkenes and bromination of activated arenes with bromodichloroisocyanuric acid under mild conditions

Efficient methodologies for the preparation of bromodichloroisocyanuric acid were developed (70-75%). This new reagent is very efficient for regioselective electrophilic bromination of activated arenes (86-93%) and cobromination of alkenes with oxygenated nucleophiles (31-98%). The reaction of bromodichloroisocyanuric acid with anisole, acetanilide, N-methylacetanilide leads to 4-substituted monobromoarene and with 2-methoxynaphthalene leads to 1-bromo-2-methoxynaphthalene. Alkenes were cobrominated in the presence of oxygenated nucleophilic solvents (water, alcohols, and acetic acid), leading to the corresponding bromohydrins, β-bromoethers and β-bromoacetates. Georg Thieme Verlag Stuttgart.

Tribromoisocyanuric acid: A new reagent for regioselective cobromination of alkenes

A simple one-step method for the preparation of tribromoisocyanuric acid in good yield (87%) has been developed. The reaction of tribromoisocyanuric acid with alkenes in presence of nucleophilic solvents (MeOH, i-PrOH, AcOH and a mixture of H2O-acetone, 1:5) led to the corresponding β-bromoethers, β-bromoacetates and bromohydrins, in high regioselectivity and good yields (73-98%). Georg Thieme Verlag Stuttgart.

KETTENVERLAENGERUNG DURCH CARBONYLINSERTION BEI DER REAKTION VON (TETRACARBONYL)-(OLEFIN)EISEN(O)-KOMPLEXEN MIT OXIDATIONSMITTELN

On oxidation of (tetracarbonyl)(olefin)iron(O)-complexes in alcoholic solvents esters carrying a substituent in the 3-position are formed by a carbonylinsertion reaction.