DIHYDROFURO[2,3-<I>h</I>]COUMARIN-9-ONE – SYNTHON IN THE SYNTHESIS OF 6-SUBSTITUTED ANGELICINS

Authors

  • B. Ф. Травень D. I. Mendeleev Russian Chemical Technology University, Moscow
  • И. И. Сахарук D. I. Mendeleev Russian Chemical Technology University, Moscow
  • Д. B. Кравченко D. I. Mendeleev Russian Chemical Technology University, Moscow
  • А. B. Иващенко D. I. Mendeleev Russian Chemical Technology University, Moscow

Keywords:

dihydro[2,3-h]coumarin-9-one, 6-substituted angelicin, synthon, furocoumarin

Abstract

6-Aminocoumarin-9-one was obtained by the reduction of 6-phenylazo-4-methyldihydrofuro[2,3-h]-coumarin-9-one, and its diazotization, N-acylation, and N-formylation were realized. The diazo group at position 6 was substituted by chlorine atom and azide group and was reduced to hydrazino group. The synthesized 6-substituted 4-methyldihydrofuro[2,3-h]coumarin-9-ones were converted into the corresponding angelicins by reduction of the carbonyl group of the dihydrofuran ring and subsequent dehydration of the obtained alcohol and also by acylation with the fixed enolic form of the dihydrofuranone ring.

How to Cite
Traven', V. F.; Sakharuk, I. I.; Kravchenko, D. V.; Ivashchenko, A. V. Chem. Heterocycl. Compd. 2001, 37, 283. [Khim. Geterotsikl. Soedin. 2001, 312.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1017546730492

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Published

2001-03-25

Issue

No. 3 (2001)

Section

Original Papers