5 research outputs found
Metal-free base-mediated oxidative annulation cascades to 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivative
A simple and efficient method was developed for the construction of the medicinally important 3-substituted-3-hydroxyoxindoleand its 3-spirocyclic derivativeswith readily available aniline derivatives as starting materials. Thishighly atom-and step-economical one-pot protocolwas carried out undermetal-freebase-mediated conditions througha novel oxidative annulationstrategywith oxygen as the oxidant.The key intermediates were isolated and confirmed.A reasonablereaction pathway was proposed and supported by both the preliminary experiments and computational studies
(2S*,3S*,3aS*,6S*,7aR*)-3-Hydroxy-2-[(2R*,3S*)-3-isopropyloxiran-2-yl]-3,6-dimethyl-3,3a,5,6,7,7a-hexahydro-1-benzofuran-4(2H)-one
In the title compound, C15H24O4, the six-membered ring shows a distorted chair conformation and the five-membered ring adopts an envelope conformation with the C atom bearing the methyl and OH groups as the flap. In the crystal, O—H...O hydrogen bonds link the molecules into chains running along the a-axis direction
Synthesis of Functionalized Biaryls and Poly(hetero)aryl Containing Medium-Sized Lactones with Cyclic Diaryliodonium Salts
A novel one-pot procedure is described
for the transition-metal
catalyzed sequential difunctionalization of diaryliodonium reagents.
Reaction of commercially available anthranilic acid derivatives with
readily available cyclic diaryliodonium salts followed by a Sonogashira
coupling afforded various alkyne substituted biaryls in good to excellent
yields. The functionalized biaryls were then utilized for the rapid
and efficient one-pot synthesis of novel poly(hetero)aryl containing
10-membered lactones which are potential G-quadruplex binders and
telomerase inhibitors
Enantiospecific electrochemical rearrangement for the synthesis of hindered triazolopyridinone derivatives
Chiral and hindered triazolopyridinone derivatives are an underexplored area of chemical space mainly due to their challenging synthesis via classical methods. Here, the authors report an electrochemical rearrangement for the synthesis of triazolopyridinones using diverse, available alkyl carboxylic acids as starting materials