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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 42, 2012 - Issue 7
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Original Articles

Simple and Efficient Method for the Preparation of Aryl Azides Using Sonication

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Pages 1085-1089 | Received 18 Jun 2010, Published online: 16 Dec 2011

REFERENCES

  • Yujiro , N. ; Naoto , H. ; Yoshito , T. Thermal decomposition of vinyl azides in acrylic acid derivatives: Synthesis of 1-vinyl aziridines . Chem. Lett. 1976 , 901 .
  • Hubbard , A. ; Okazaki , T. ; Laali , K. K. Halo and azidodediazoniation of arenediazonium tetrafluroborates with trimethylsilyl halides and trimethylsilyl azides and Sandmeyer-type bromodediazoniation with Cu(I)Br in [BMIM][PF6] ionic liquid. J. Org. Chem. 2008, 73, 316.
  • Das , J. ; Patil , S. N. ; Awasthi , R. ; Narasimhulu , C. P. ; Trehan , S. An easy acess to aryl azides from aryl amines under neutral conditions . Synthesis 2005 , 1801 .
  • Barral , K. ; Adam , D. ; Moorhouse , D. ; Moses , J. E. Efficient conversion of aromatic amines into azides: A one-pot synthesis of triazoles linkages . Org. Lett. 2007 , 9 , 1809 .
  • Liu , Q. ; Tor , Y. Simple conversion of aromatic amines into azides . Org. Lett. 2003 , 5 , 2571 .
  • Nakajima , M. ; Anselme , J. P. Diazo transfer reaction mediated by phase transfer catalysts . Tetrahedron Lett. 1976 , 4421 .
  • Smith , P. A. ; Rowe , C. D. ; Bruner , L. B. Azides and amines from Grignard reagents and tosyl azide . J. Org. Chem. 1969 , 34 , 3430 .
  • Zhu , W. ; Ma , D. Synthesis of aryl azides and vinyl azides via proline-promoted CuI-catalyzed coupling reactions . Chem. Commun. 2004 , 888 .
  • Kappe , C. O. Controlled microwave heating in mordern organic synthesis . Angew. Chem. Int. Ed. 2004 , 43 , 6250 .
  • de la Hoz , A. ; Diaz-Ortiz , A. ; Moreno , A. Microwaves in organic synthesis: Thermal and non-thermal microwave effects . Chem. Soc. Rev. 2005 , 34 , 164 .
  • Cains , P. W. ; Martin , P. D. ; Price , C. J. The use of ultrasound in industrial chemical synthesis and crystallization applications to synthetic chemistry . Org. Process. Res. Dev. 1998 , 2 , 34 .
  • Mason , T. J. Ultrasound in synthetic organic chemistry . Chem. Soc. Rev. 1997 , 26 , 443 .
  • Luche , J. L. Synthetically useful sonochemical reactions in solution . Ultrason. Sonochem. 1996 , 3 , S215 .
  • Tanifum , C. T. ; Chang , C.-W. T. Sonication-assisted oligomanoside synthesis . J. Org. Chem. 2009 , 74 , 634 .
  • Mirjalili , B. B. F. ; Bamoniri , A. ; Akbari , A. BF3 · SiO2: An efficient alternative for synthesis of 14-aryl or alkyl-14H dibenzo[a,j]xanthenes . Tetrahedron Lett. 2008 , 49 , 6454 .
  • Chenbanov , V. A. ; Saraev , V. E. ; Desenko , S. M. ; Cherneko , V. N. ; Knyazeva , I. V. ; Groth , U. ; Glasnov , T. N. ; Kappe , C. O. Tuning of chemo- and regioselectivities in multicomponent condensations of 5-aminopyrazoles, dimedone, and aldehydes . J. Org. Chem. 2008 , 73 , 5110 .
  • de Souza , A. L. E. ; de Silva , L. C. ; Oliveira , B. L. ; Antunes , O. A. C. Microwave and ultrasound-assisted Suzuki–Miyaura cross-coupling reactios catalyzed by Pd/PVP . Tetrahedron Lett. 2008 , 49 , 3859 .
  • Deng , S. ; Gangadharmath , U. ; Chang , C.-W. T. Sonochemistry: A powerful way of enhancing the efficiency of carbohydrate synthesis . J. Org. Chem. 2006 , 71 , 5179 .
  • Telvekar , V. N. ; Jadhav , N. C. Simple system for oxidation of alcohols in aqueous solution . Synth. Commun. 2008 , 38 , 3107 .
  • Hu , M. ; Li , J. ; Yao , S. Q. In situ “click” assembly of small molecule matrix metalloprotease inhibitors containing zinc-chelating groups . Org. Lett. 2008 , 10 , 5529 .
  • Tao , C. Z. ; Cui , X. ; Li , J. ; Liu , A. X. ; Liu , L. ; Guo , Q. X. Copper-catalyzed synthesis of aryl azides and 1-acyl-1,2,3-triazoles from boronic acids . Tetrahedron Lett. 2007 , 48 , 3525 .
  • Ohba , Y. ; Kubo , S. ; Nakai , M. ; Nagai , A. ; Yashimoto , M. Synthesis of the 3H-azepines utilizing the thermolysis of substituted aryl azides . Bull. Chem. Soc. Jpn. 1986 , 59 , 2317 .

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