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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 2
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Original Articles

α‐Chlorination of Acetophenones Using 1,3‐Dichloro‐5,5‐Dimethylhydantoin

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Pages 255-258 | Received 30 May 2005, Published online: 15 Aug 2006

References

  • De Kimpe , N. and Verhé , R. 1988 . In the Chemistry of α‐Haloketones, α‐Haloaldehydes and α‐Haloimines Edited by: Patai , S. and Rappoport , Z. 1 – 119 . Chichester , UK : Wiley .
  • Hu , A.‐X. , Shi , W.‐G. , Wang , X.‐F. and Chen , K. 2004 . Chlorination of arylalkyl ketone with cupric(II) chloride in alcohol . Chin. J. Appl. Chem. , 21 ( 2 ) : 174
  • Lee , J. C. , Park , J. Y. , Yoon , S. Y. , Bae , Y. H. and Lee , S. J. 2004 . Efficient microwave‐induced direct α‐halogenation of carbonyl compounds . Tetrahedron Lett. , 45 : 191 – 193 .
  • Guthrie , J. P. 1990 . Can. J. Chem. , 68 : 2060
  • Eguchi , H. , Kawaguchi , H. , Yoshinaga , S. , Nishida , A. , Nishiguchi , T. and Fujisaki , S. 1994 . Halogenation using N‐halogenocompounds. II. Acid‐catalyzed bromination of aromatic compounds with 1,3‐dibromo‐5,5‐dimethylhydantoin . Bull. Chem. Soc. Jpn. , 67 : 1918
  • Adhikari , M. V. and Samant , S. D. 2002 . Sonochemical bromination of acetophenones using p‐toluenesulfonic acid‐N‐bromosuccinimide . Ultrasonics Sonochemistry , 9 : 107
  • Diaz , A. F. , Cheng , Y. Y. and Ochoa , M. 1977 . H/D exchange in electrolytic reduction reaction of phenyl ketones . J. Am. Chem. Soc. , 99 : 6319
  • Noller , C. R. and Adams , N. 1924 . The use of aliphatic acid anhydrides in the preparation of ketones by the Friedel and Crafts reaction . J. Am. Chem. Soc. , 46 : 1889
  • Shono , T. , Kise , N. , Yamazaki , A. and Ohmizu , H. 1982 . Novel selective synthesis of α‐chloromethyl, α,α‐dichloromethyl, and α,α,α‐trichloromethyl ketones from aldehyde utilizing electroreduction as key reactions . Tetrahedron Lett. , 23 : 1609
  • Sisti , A. J. and Memeger , W. 1965 . Coulombic interaction between ortho substituent and nucleophile in the bimolecular displacement reaction . J. Org. Chem. , 30 : 2102
  • Caistol , S. J. , Hause , N. , Quant , A. J. , Miller , H. W. , Eilar , K. R. and Meek , J. S. 1954 . Mechanisms of elimination reactions. VI. The kinetics of dehydrochlorination of various 2,2‐diarylchloroethanes . J. Am. Chem. Soc. , 74 : 3333
  • Lane , J. F. and Frller , R. L. 1951 . Reactions of diazoketones. IV. Kinetics of the decomposition of some p‐substituted‐α‐diazoacetophenones in acetic acid . J. Am. Chem. Soc. , 73 : 4230
  • Barkenbus , C. and Clement , J. P. 1934 . The nitration of α‐chloro and α‐bromo‐acetophenone . J. Am. Chem. Soc. , 56 : 1369

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