Gold Nanoparticles Supported on a Layered Double Hydroxide as Efficient Catalysts for the One-Pot Synthesis of Flavones

• Published in: Angewandte Chemie International Edition Vol. 54; no. 45; pp. 13302 - 13306
• Main Authors: Yatabe, Takafumi, Jin, Xiongjie, Yamaguchi, Kazuya, Mizuno, Noritaka
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 02-11-2015; WILEY‐VCH Verlag; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Alcohols; Aluminum; Benzyl alcohol; Catalysis; Catalysts; Chemical reactions; Chemical synthesis; Flavones; Flavones - chemical synthesis; Flavones - chemistry; Gold; Gold - chemistry; gold catalysis; heterogeneous catalysis; Hydroxides; Hydroxides - chemistry; layered double hydroxides; Magnesium; Metal Nanoparticles - chemistry; Molecular Structure; Nanoparticles; Natural products; one-pot synthesis; Reagents; Synthesis; flavones; layered double hydroxides; gold catalysis; heterogeneous catalysis; one-pot synthesis
• ISSN: 1433-7851; 1521-3773
• DOI: 10.1002/anie.201507134

Flavones are a class of natural products with diverse biological activities and have frequently been synthesized by step‐by‐step procedures using stoichiometric amounts of reagents. Herein, a catalytic one‐pot procedure for the synthesis of flavone and its derivatives is developed. In the presence of gold nanoparticles supported on a Mg‐Al layered double hydroxide (Au/LDH), various kinds of flavones can be synthesized starting from 2′‐hydroxyacetophenones and benzaldehydes (or benzyl alcohols). The present one‐pot procedure consists of a sequence of several reactions, and Au/LDH can catalyze all these different types of reactions. The catalysis is shown to be truly heterogeneous, and Au/LDH can be readily recovered and reused.
Go for gold: In the presence of gold nanoparticles supported on a Mg‐Al layered double hydroxide (Au/LDH), various flavones were obtained from the corresponding 2′‐hydroxyacetophenones and benzaldehydes (or benzyl alcohols). All three (four) steps of this one‐pot process are catalyzed by Au/LDH in a truly heterogeneous fashion.