Synthesis of 7-Azido-3-Formylcoumarin - A Key Precursor in Bioorthogonally Applicable Fluorogenic Dye Synthesis

Zoltán Pünkösti, P. Kele, András Herner

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Coumarins represent an important group of natural products and a common part of various drugs and fluorescent dyestuffs. Herein, we present the synthesis of a coumarin that can serve as a key starting material in the design and synthesis of bioorthogonally applicable fluorogenic dyes. The synthesis of 7-azido-3-formylcoumarin started from 7-diallylaminocoumarin. This allyl protected aminocoumarin is otherwise hard to obtain by conventional methods but was conveniently accessed in good yields by a sequential, Wittig-reaction-UV isomerization process. This sequential approach was studied in more details and applied for the synthesis of a series of substituted coumarins even in one-pot.

Original languageEnglish
JournalJournal of Heterocyclic Chemistry
DOIs
Publication statusAccepted/In press - Jan 1 2018

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Coloring Agents
Coumarins
Aminocoumarins
Isomerization
Biological Products
Pharmaceutical Preparations

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis of 7-Azido-3-Formylcoumarin - A Key Precursor in Bioorthogonally Applicable Fluorogenic Dye Synthesis. / Pünkösti, Zoltán; Kele, P.; Herner, András.

In: Journal of Heterocyclic Chemistry, 01.01.2018.

Research output: Contribution to journalArticle

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