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  • A facile synthesis of highly functionalized 4-arylcoumarins via Kostanecki reactions mediated by DBU.

A facile synthesis of highly functionalized 4-arylcoumarins via Kostanecki reactions mediated by DBU.

Molecules (Basel, Switzerland) (2011-07-28)
In-Taek Hwang, Sun-Ah Lee, Jin-Soo Hwang, Kee-In Lee
ABSTRACT

An efficient synthesis of 4-arylcoumarins has been accomplished via Kostanecki reactions of 2-hydroxybenzophenones with acetic anhydride employing DBU at ambient temperature. Using the same strategy, several 2-acyloxybenzophenone derivatives were readily converted to 3,4-difunctionalized coumarins. This protocol offers a notable improvement in reaction conditions for coumarin synthesis and takes advantage of its synthetic capability, especially for highly functionalized 4-arylcoumarins with structural diversity.

MATERIALS
Product Number
Brand
Product Description

Supelco
Acetic anhydride, derivatization grade (GC derivatization), LiChropur, ≥99.0%
Sigma-Aldrich
Acetic anhydride, ReagentPlus®, ≥99%
Sigma-Aldrich
Acetic anhydride, ACS reagent, ≥98.0%
Sigma-Aldrich
Acetic anhydride, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99% (GC)