Mild Oxidative Bromination of Alkenes and Alkynes with Zinc Bromide and Lead Tetraacetate

References

• Schmid , G. H. and Garat , D. G. 1977 . The Chemistry of Double‐Bonded Functional Groups Edited by: Patai , S. 725 New York : Wiley . Suppl. A, Part 2
   Google Scholar
• De la Mare , P. B.D. and Bolton , R. 1982 . Electrophilic Addition to Unsaturated Systems , 2nd Ed. 136 – 197 . New York : Elsevier .
   Google Scholar
• V'yunov , K. A. and Guniak , A. I. 1981 . The mechanism of electrophilic addition of halogens to multiple bonds . Russ. Chem. Rev. (Engl. Transl.) , 50 ( 2 ) : 151
   Google Scholar
• Schmid , G. H. 1989 . The Chemistry of Double‐Bonded Functional Groups Edited by: Patai , S. Vol. 2 , 699 New York : Wiley . Suppl. A, part 1
   Google Scholar
• Ruasse , M. F. 1993 . Adv. Phys. Org. Chem. , 28 : 207
   Web of Science ®Google Scholar
• Rolston , J. H. and Yates , K. 1969 . Polar additions to the styrene and 2‐butene systems. III. Kinetics and linear free energy relationship . J. Am. Chem. Soc. , 91 ( 6 ) : 1483 – 1491 .
   Web of Science ®Google Scholar
• Bellucci , G. , Berti , G. , Bianchini , R. , Ingrosso , G. and Yates , K. 1981 . Competing mechanistic pathways in the bromination of 1,3‐butadiene with molecular bromine, pyridine–bromine complex and tribromide ion . J. Org. Chem. , 46 : 2315 – 2323 .
   Web of Science ®Google Scholar
• Bellucci , G. , Bianchini , R. , Chiappe , C. , Lenoir , D. and Attar , A. 1995 . Reaction of crowded olefins with bromine . J. Am. Chem. Soc. , 117 ( 23 ) : 6243 – 6248 .
   Web of Science ®Google Scholar
• Barili , P. L. , Bellucci , G. , Marioni , F. , Morelli , I. and Scartoni , V. 1972 . Influence of solvent and brominating agent on the steric course of bromine addition of substituted cyclohexene . J. Org. Chem. , 26 : 4353
   Web of Science ®Google Scholar
• Barhate , N. B. , Gajare , A. S. , Wkharkar , R. D. and Bedekar , A. V. 1999 . Simple practical halogenation of arenes, alkenes and alkynes with hydrohalic acid/H2O2 . Tetrahedron , 55 ( 36 ) : 11127 – 11142 . [CROSSREF]
   Web of Science ®Google Scholar
• Muathen , H. A. 2003 . Oxidative halogenation of aromatic compounds with metal halides and sodium bismuthate . Helv. Chim. Acta , 86 : 164 – 168 . [CROSSREF]
   Web of Science ®Google Scholar
• Kabalka , G. W. and Yang , K. 1998 . Bromination of alkynes with sodium perborate and sodium bromide . Synth. Commun. , 28 ( 20 ) : 3807 – 3810 .
   Web of Science ®Google Scholar
• Nair , V. , Panicker , S. B. , Augustine , A. , George , T. , Thomas , S. and Vairamani , M. 2001 . An efficient bromination of alkenes using cerium(IV), ammonium nitrate (CAN) and potassium bromide . Tetrahedron , 57 ( 34 ) : 7417 – 7422 . [CROSSREF]
   Web of Science ®Google Scholar
• Muathen , H. A. 1996 . Mild chlorination of aromatic compounds with Tin(IV) chloride and lead tetraacetate . Tetrahedron , 52 ( 26 ) : 8863 – 8866 . [CROSSREF]
   Web of Science ®Google Scholar
• Ahmed , W. 1979 . Classification of solvents according to interaction mechanism . J. Chem. Educ. , 56 : 795
   Web of Science ®Google Scholar
• Green , R. D. and Martin , J. S. 1968 . Anion‐molecules complex in solution I: nuclear resonance and infrared studies of halide ions—trihalomethane association . J. Am. Chem. Soc. , 90 ( 16 ) : 3659 – 3665 .
   Web of Science ®Google Scholar
• Pollock , J. R. and Stevens , S. 1965 . Dictionary of Organic Compounds , 4th Ed. Vol. 2 , London : Eyre & Spottiswood Publisher LTD .
   Google Scholar
• Ho , T. , Gupta , B. G.B. and Olah , G. A. 1977 . Phase transfer catalyst promoted halogenation of alkenes with hydrohalic acid/hydrogen peroxide . Synthesis , 9 : 676 – 677 . [CROSSREF]
   Google Scholar
• Heasley , V. L. , Frye , C. L. , Gore , R. T. and Wilday , P. S. 1968 . Studies on the bromination of isoprene . J. Org. Chem. , 33 ( 6 ) : 2342 – 2345 .
   Web of Science ®Google Scholar
• Buckingham , J. 1982 . Dictionary of Organic Compounds , 5th Ed. Vol. 2 , New York : Chapman & Hall .
   Google Scholar
• Rolston , J. H. and Yates , K. 1969 . Polar additions to the styrene and 2‐butene systems. I. Distribution and stereochemistry of bromination products in acetic acid . J. Am. Chem. Soc. , 91 ( 6 ) : 1469 – 1476 .
   Web of Science ®Google Scholar
• Uemura , S. , Okazaki , H. and Okano , M. 1978 . Stereo chemistry of the bromination of acetylenes with bromine and copper(II) bromide . J. Chem. Soc. Perkin I , 10 : 1278 – 1282 . [CROSSREF]
   Google Scholar