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Palladium catalyzed synthesis of indolizines via the carbonylative coupling of bromopyridines, imines and alkynes.

ABSTRACT: We report herein the development of a palladium-catalyzed, multicomponent synthesis of indolizines. The reaction proceeds via the carbonylative formation of a high energy, mesoionic pyridine-based 1,3-dipole, which can undergo spontaneous cycloaddition with alkynes. Overall, this provides a route to prepare indolizines in a modular fashion from combinations of commercially available or easily generated reagents: 2-bromopyridines, imines and alkynes.

SUBMITTER: Roy SA

PROVIDER: S-EPMC8179343 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

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Palladium catalyzed synthesis of indolizines via the carbonylative coupling of bromopyridines, imines and alkynes.

Roy Sébastien A SA Zgheib José J Zhou Cuihan C Arndtsen Bruce A BA

Chemical science 20201222 6

We report herein the development of a palladium-catalyzed, multicomponent synthesis of indolizines. The reaction proceeds via the carbonylative formation of a high energy, mesoionic pyridine-based 1,3-dipole, which can undergo spontaneous cycloaddition with alkynes. Overall, this provides a route to prepare indolizines in a modular fashion from combinations of commercially available or easily generated reagents: 2-bromopyridines, imines and alkynes. ...[more]

PMID: 34163991

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