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. 2023 Feb 6;13(7):4754-4756.
doi: 10.1039/d3ra00251a. eCollection 2023 Jan 31.

Synthesis of warfarin analogs: conjugate addition reactions of alkenyl-substituted N-heterocycles with 4-hydroxycoumarin and related substrates

Benjamin Goka  1 , Douglas A Klumpp  1
Affiliations

Synthesis of warfarin analogs: conjugate addition reactions of alkenyl-substituted N-heterocycles with 4-hydroxycoumarin and related substrates

Benjamin Goka et al. RSC Adv. .

Abstract

We have developed a procedure for the Michael addition of 4-hydroxycoumarins to vinyl-substituted N-heterocycles. The chemistry is also suitable for thiocoumarins and quinolinones. A mechanism is proposed involving nucleophilic attack at the vinyl-group of the protonated N-heterocycle.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Scheme 1
Scheme 1. Addition reactions with varied heterocycles.
Scheme 2
Scheme 2. Proposed mechanism for the addition reaction and an unsuccessful application of the chemistry.
See this image and copyright information in PMC

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