4.8 Article

The Dual Role of Ruthenium and Alkali Base Catalysts in Enabling a Conceptually New Shortcut to N-Unsubstituted Pyrroles through Unmasked α-Amino Aldehydes

Journal

ORGANIC LETTERS
Volume 15, Issue 7, Pages 1436-1439

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol4001262

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Funding

  1. MEXT
  2. IGER, NU

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A virtually salt-free and straightforward bimolecular assembly giving N-unsubstituted pyrroles through fully unmasked a-amino aldehydes, which was enabled by the dual effects of a catalytic ruthenium complex and an alkali metal base, is reported. Either solvent-free or acceptorless dehydrogenation facilitates high atom, step, and pot economy, which are otherwise difficult to achieve in multistep operations involving protection/deprotection.

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