RECYCLIZATION OF TOSYLAMINO DERIVATIVES OF 2-ARYL-5-BENZYLFURAN TO GIVE INDOLES THROUGH TWO ALTERNATIVE PATHWAYS

Authors

  • А. С. Пилипенко Research Institute of Heterocyclic Compounds Chemistry, Kuban State University of Technology, Krasnodar 350072
  • А. Н. Гайдаржи Research Institute of Heterocyclic Compounds Chemistry, Kuban State University of Technology, Krasnodar 350072
  • А. В. Бутин Research Institute of Heterocyclic Compounds Chemistry, Kuban State University of Technology, Krasnodar 350072

DOI:

https://doi.org/10.1007/6774

Keywords:

1, 3-diketone, 4-diketone, indole, furan, recyclization

Abstract

The  recyclization of derivatives of 2-aryl-5-benzylfuran containing a tosylamine fragment to give indoles has been studied. If the  tosylamino  group  is  in the ortho position of the aryl substituent, the recyclization proceeds such that the furan ring may be seen as a formal equivalent of a 1,3-diketone. If, on the other hand, the tosylamino group is in the ortho positions  of  both  the  aryl  and  benzyl substituents, the recyclization proceeds through a pathway, in which the furan ring acts  as  the equivalent of a 1,4-dicarbonyl compound.

How to Cite
Pilipenko, A. S.; Gaidarzhi, A. N.; Butin, A. V.  Chem. Heterocycl. Compd. 2009, 45, 302. [Khim. Geterotsikl. Soedin. 2009, 376.]

For this article in the English edition see DOI 10.1007/s10593-009-0274-y


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Published

2022-04-27

Issue

No. 3 (2009)

Section

Original Papers