ChemistrySelect · 2019 · 16 citations · 55 references
EngineeringOrganic ChemistryChemistryHeterocycle ChemistryAnnulation ReactionChemical EngineeringDiversity Oriented SynthesisOrganometallic CatalysisSp 3One‐pot Quick AccessDerivativesDiversity-oriented SynthesisRelated HeterocyclesNeat ConditionsCatalysisAsymmetric CatalysisMicrowave SynthesisEnantioselective SynthesisBiomolecular EngineeringNatural Sciences
Abstract A superior Lewis acid‐catalyzed and microwave‐assisted, facile, solvent‐free, one‐pot quick access to a novel class of a set of diversely substituted coumarin, dimedone and naphthoquinone‐fused pyrroles via an annulation reaction between different kinds of carbo‐and heterocyclic enaminones and a group of α‐aroyl/heteroaryl/acetylidene malonates, 3‐aroylidene‐2‐oxindoles is reported. This LUMO‐lowering technique involving a powerful Lewis acid relies on the installation of pyrrole rings good to high chemical yields with a wide scope of diversely substituted substances. Furthermore, a direct C(sp 3 )‐H hydroxylation of 3‐pyrrolocoumarinyl‐2‐oxindoles to therapeutically exciting 3‐hydroxy‐3‐pyrrolocoumarinyl‐2‐oxindoles bearing a tetra‐substituted chiral carbon center in high yields was achieved under metal‐free conditions.
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Hiroyuki Nishide, Kenichi Oyaizu · Science · 2008 · 1.1K citations
Pyrrole: a resourceful small molecule in key medicinal hetero-aromatics
Varun Bhardwaj, Divya Gumber, Vikrant Abbot et al. · RSC Advances · 2015 · 661 citations · Full text
Resourceful Small Molecule, Medicinal Chemistry, Diverse Nature +13