Synlett 2016; 27(18): 2606-2610
DOI: 10.1055/s-0035-1562794
letter
© Georg Thieme Verlag Stuttgart · New York

Transition-Metal-Free Cross-Dehydrogenative Coupling of Triazines with 5,7-Dihydroxycoumarins

Igor A. Khalymbadzha*
a   Department of Organic and Biomolecular Chemistry, Ural Federal University, Mira 19, 620002 Ekaterinburg, Russian Federation   Email: i.a.khalymbadzha@urfu.ru
,
Oleg N. Chupakhin
a   Department of Organic and Biomolecular Chemistry, Ural Federal University, Mira 19, 620002 Ekaterinburg, Russian Federation   Email: i.a.khalymbadzha@urfu.ru
b   Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Kovalevskoy 22, 620219 Ekaterinburg, Russian Federation
,
Ramil F. Fatykhov
a   Department of Organic and Biomolecular Chemistry, Ural Federal University, Mira 19, 620002 Ekaterinburg, Russian Federation   Email: i.a.khalymbadzha@urfu.ru
,
Valery N. Charushin
a   Department of Organic and Biomolecular Chemistry, Ural Federal University, Mira 19, 620002 Ekaterinburg, Russian Federation   Email: i.a.khalymbadzha@urfu.ru
b   Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Kovalevskoy 22, 620219 Ekaterinburg, Russian Federation
,
Alexander V. Schepochkin
b   Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Kovalevskoy 22, 620219 Ekaterinburg, Russian Federation
,
Victor G. Kartsev
c   InterBioScreen Ltd., Institutsky Prospect 7a, 142432 Chernogolovka, Russian Federation
› Author Affiliations
Further Information

Publication History

Received: 20 June 2016

Accepted after revision: 28 July 2016

Publication Date:
16 August 2016 (online)


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Abstract

A new method for the direct metal-free C–H functionalization of electron-deficient triazines with fragments of naturally occurring and synthetic 5,7-dihydroxycoumarins is reported. It has been found that the reaction of 5,7-dihydroxycoumarins with triazines proceeds under mild conditions, showing a high chemo- and regioselectivity.

Supporting Information