title: Substituted Pyrrololactams via Ring Expansion of Spiro-2H-pyrroles from Intermolecular Alkyne-Isocyanide Click Reactions.
abstract: The facile synthesis of 6- to 8-membered pyrrololactams has been developed using a ring expansion of spiro-2H-pyrroles, the products of intermolecular alkyne-isocyanide click reactions. The key to successful ring expansion of spiro-2H-pyrroles to pyrrololactams is the enforced orbital overlap between the internal alkene and the amide carbonyl group through the conformationally locked bicyclic structures. The newly disclosed α-isocyano lactams, substrates for click reactions, should find their utility in the synthesis of pharmaceutically important heterocyclic compounds.
authors.affiliation: Center for Metareceptome Research, College of Pharmacy, Chung-Ang University , 84 Heukseok-ro, Dongjak, Seoul 06974, Republic of Korea.
authors.forename: Jimil
authors.initials: J
authors.lastname: George
authors.affiliation: Center for Metareceptome Research, College of Pharmacy, Chung-Ang University , 84 Heukseok-ro, Dongjak, Seoul 06974, Republic of Korea.
authors.forename: Hun Young
authors.initials: HY
authors.lastname: Kim
authors.affiliation: Center for Metareceptome Research, College of Pharmacy, Chung-Ang University , 84 Heukseok-ro, Dongjak, Seoul 06974, Republic of Korea.
authors.forename: Kyungsoo
authors.identifier: 0000-0002-4566-6573
authors.initials: K
authors.lastname: Oh