Download PDF
Synthesis 2001(6): 0889-0892
DOI: 10.1055/s-2001-13417
PAPER
© Georg Thieme Verlag Stuttgart · New York

Convenient Method for the Preparation of Crown Ether Cinnamaldehydes

Artem I. Vedernikov, Sergey P. Gromov*
Photochemistry Center of Russian Academy of Sciences, Novatorov str. 7a, Moscow 117421, Russia
Fax: +7(95)9361255; e-Mail: gromov@photonics.ru;
Further Information

Publication History

Received 18 November 2000
Publication Date:
24 September 2004 (online)

    Permissions and Reprints All articles of this category

Abstract

A convenient route from crown ether benzaldehydes to novel crown ether cinnamaldehydes with different combinations of O and S heteroatoms in the macrocycle consisting in mild reduction of the appropriate cinnamic acid chloride has been elaborated.

Key words

crown compounds - crown ether cinnamaldehydes - crown ether cinnamic acids - 4’-formylbenzocrown compounds - condensation - reduction

    References

  • 1a Clifford MN. Hole M. Process Biochem.  1977,  12:  5 
    Google Scholar
  • 1b Olstein R. Stephenson EFM. Austr. J. Chem.  1979,  32:  681 
    Google Scholar
  • 2a Creed D. Cozad RA. Griffin AC. Hoyle CE. Jin LX. Subramanian P. Varma SS. Venkataram K. ACS Symp. Ser., Polymeric Materials for Microelectronic Applications  1994,  579:  13 
    CrossrefGoogle Scholar
  • 2b Mathauer K. Schmidt A. Knoll W. Wegner G. Macromolecules  1995,  28:  1214 
    CrossrefGoogle Scholar
  • 2c Shirai M. Ueda A. Tanaka M. J. Polym. Sci., Polym. Chem. Ed.  1987,  25:  1811 
    CrossrefGoogle Scholar
  • 2d Shirai M. Orikata T. Tanaka M. J. Polym. Sci., Polym. Chem. Ed.  1985,  23:  463 
    CrossrefGoogle Scholar
  • 3 Izatt RM. Pawlak K. Bradshaw JS. Bruening RL. Chem. Rev.  1991,  91:  1721 
    CrossrefGoogle Scholar
  • 4a DeSilva AP. Gunaratne HQN. Gunnlaugsson T. Huxley AJM. McCoy CP. Rademacher JT. Rice TE. Chem. Rev.  1997,  97:  1515 
    Google Scholar
  • 4b Mishra A. Behera RK. Behera PK. Mishra BK. Behera GB. Chem. Rev.  2000,  100:  1973 
    Google Scholar
  • 4c Gromov SP. Alfimov MV. Russ. Chem. Bull.  1997,  46:  611 
    Google Scholar
  • 4d Alfimov MV. Gromov SP. In Applied Fluorescence in Chemistry, Biology, and Medicine   Rettig W. Strehmel B. Schrader S. Seifert H. Springer-Verlag; Berlin: 1999.  p.161 
    Google Scholar
  • 5a Gromov SP. Sergeev SA. Druzhinin SI. Rusalov MV. Uzhinov BM. Kuz’mina LG. Churakov AV. Howard JAK. Alfimov MV. Russ. Chem. Bull.  1999,  48:  525 
    CrossrefGoogle Scholar
  • 5b Druzhinin SI. Rusalov MV. Uzhinov BM. Gromov SP. Sergeev SA. Alfimov MV. J. Fluoresc.  1999,  9:  33 
    CrossrefGoogle Scholar
  • 7a Gromov SP. Fedorova OA. Vedernikov AI. Samoshin VV. Zefirov NS. Alfimov MV. Russ. Chem. Bull.  1995,  44:  116 
    CrossrefGoogle Scholar
  • 7b Alfimov MV. Fedorov YV. Fedorova OA. Gromov SP. Hester RE. Lednev IK. Moore JN. Oleshko VP. Vedernikov AI. J. Chem. Soc., Perkin Trans. 2  1996,  1441 
    CrossrefGoogle Scholar
  • 7c Fedorova OA. Vedernikov AI. Yescheulova OV. Tsapenko PV. Pershina YV. Gromov SP. Russ. Chem. Bull.  2000,  49:  1853 
    CrossrefGoogle Scholar
  • 8a Brown GR. Foubister AJ. J. Med. Chem.  1979,  22:  997 
    CrossrefGoogle Scholar
  • 8b Kikukawa K. Takamura S. Hirayama H. Namiki H. Wada F. Matsuda T. Chem. Lett.  1980,  511 
    CrossrefGoogle Scholar
  • 8c Perkin WH. Schiess E. J. Chem. Soc.  1904,  85:  159 
    CrossrefGoogle Scholar
  • 8d Iliefski T. Li S. Lundquist K. Tetrahedron Lett.  1998,  39:  2413 
    CrossrefGoogle Scholar
6

Khodonov, A. A.; Lukin, A. Y.; Shevyakov, S. V.; Mironova, E. V.; Shvets, V. I.; Alexeeva, S. G.; Demina, O. V.; Terpugov, E. L.; Degtyareva, O. V.; 4th European Conference on Optical Chemical Sensors and Biosensors: Europt(r)ode IV; Münster, Germany, March 29- April 1, 1998; II20