Metal coordination to a pyridine-based arylene ethynylene provides an expedient pathway to encapsulated molecular rotors or turnstiles. With the modularity of the synthetic design, this strategy provides access to a wide variety of encapsu...
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Diverse Synthesis of 2H‐Isoindole‐Based Polycyclic Aromatic Compounds
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1,3-Disubstituted N-aryl-2H-isoindoles have been synthesized by a novel cascade reaction of divinyl ethers with substituted anilines in HFIP. Thus obtained isoindoles have been derivatized to high-order nitrogen-containing polycycles including less accessible non-symmetrical benzo[a]ullazines.
Abstract
1,3-Disubstituted N-aryl-2H-isoindoles have been synthesized by a cascade reaction of divinyl ethers, which are derived from easily available 4-bromoisocoumarins, with substituted anilines in HFIP. This cascade reaction consists of a ring-opening step through addition-elimination mechanism and the following 5-exo-tet type ring-closing step via the intramolecular nucleophilic substitution reaction. Thus obtained 2H-isoindoles have been derivatized to high-order nitrogen-containing polycycles including less accessible benzo[a]ullazines.
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