Journal
ORGANIC LETTERS
Volume 24, Issue 5, Pages 1224-1227Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00018
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Funding
- NIH-NIGMS [R01GM101389]
- NIH [S10 OD021758-01A1]
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Relatively unstable cyclic imines, generated from alicyclic amines via oxidation of their lithium amides with simple ketone oxidants, react with aryllithium compounds containing a leaving group on an ortho-methylene functionality to form polycyclic isoindolines in a single step. The transformation can be applied to pyrrolidine, piperidine, azepane, azocane, and piperazine.
Relatively unstable cyclic imines, generated in situ from their corresponding alicyclic amines via oxidation of their lithium amides with simple ketone oxidants, engage aryllithium compounds containing a leaving group on an ortho-methylene functionality to provide polycyclic isoindolines in a single operation. The scope of this transformation includes pyrrolidine, piperidine, azepane, azocane, and piperazines.
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