Oxidative decarboxylative ammonium hypoiodite-catalysed dihydrobenzofuran synthesis

Abstract

The catalytic use of quaternary ammonium iodides under oxidative conditions allows for the direct conversion of readily available b-ketolactones into dihydrobenzofurans via a decarboxylative oxidative cycloetherification sequence facilitated by an...

Synergistic Effect of Cerium in Dual Photoinduced Ligand-to-Metal Charge Transfer and Lewis Acid Catalysis: Diastereoselective Alkylation of Coumarins

“…3-benzoyl-2 H -chromen-2-one ( 2j ) was synthesized following a known literature procedure. Salicylaldehyde (5.0 mmol, 1.0 equiv) and ethyl benzoyl acetate (5.0 mmol, 1.0 equiv) were stirred in MeCN.…”

Development of novel transition metal-catalyzed synthetic approaches for the synthesis of a dihydrobenzofuran nucleus: a review

“…3). There have been many processes reported for the synthesis of dihydrobenzofurans in the past decades that involve the use of different catalytic systems, i.e., acid or base catalyzed synthesis, [24][25][26] organocatalysis, 27 salt catalyzed synthesis 28 as well as electrochemical and photochemical synthesis. 29,30 Transition metal (TM)-catalyzed reactions involving the synthesis of dihydrobenzofuran skeletons are one of the most reliable and benecial methods.…”

Tetrabutylammonium Iodide-Catalyzed Oxidative α-Azidation of β-Ketocarbonyl Compounds Using Sodium Azide

“…These oxidative approaches, which usually proceed via the in situ formation of catalytically-competent ammonium hypoiodite species, can normally be carried out under operationally simple conditions, thus allowing for the use of easily accessible starting materials. Our group has a longstanding research interest in heterofunctionalization reactions under oxidative conditions [37][38][39] and we [30], as well as others [28,29,31], have recently also explored the use of simple quaternary ammonium iodides for oxidative -azidations of carbonyl compounds (Scheme 1A).…”