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Synthesis of 1,2-dibromoalkanes

Recent Literature


Bromination of alkenes, alkynes, and anilines has efficiently been carried out at room temperature in short reaction times using potassium bromide and orthoperiodic acid in dichloromethane-water (1:1) to prepare the corresponding brominated compounds with excellent yields.
A. Khazaei, M. A. Zolfigol, E. Kolvari, N. Koukabia, H. Soltania, F. Komakia, Synthesis, 2009, 3672-3676.


In bromination of alkenes by dibromine and dealkylation of aromatic ethers by boron tribromide, a fluorous phase acts as a liquid membrane permitting passive transport of the reagents at the bottom to the top layer involving the substrates, thereby regulating the reactions.
I. Ryu, H. Matsubara, S. Yasuda, H. Nakamura, D. P. Curran, J. Am. Chem. Soc., 2002, 124, 12946-12947.


Unsaturated compounds such as alkenes, alkynes, allenes, and methylenecyclopropanes (MCPs) can be dibrominated within minutes by NBS and lithium bromide in THF at room temperature in good to excellent yields under mild conditions.
L.-X. Shao, M. Shi, Synlett, 2006, 1269-1271.


Oxidative bromination of different types of olefins using Selectfluor/KBr afforded addition, monobromo-substituted, or Hunsdiecker-Borodin reaction products in good yields.
C. Ye, J. M. Shreeve, J. Org. Chem., 2004, 69, 8561-8563.


An efficient method allows the construction of  2,6-cis-4,5-dibromo-tetrasubstituted tetrahydropyran rings with well-controlled stereochemistry in good yields.
F. Liu, T.-P. Loh, Org. Lett., 2007, 9, 2063-2066.