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Org Lett. 2016 Feb 19;18(4):631-3. doi: 10.1021/acs.orglett.5b03529. Epub 2016 Jan 19.

An Ugi Reaction Incorporating a Redox-Neutral Amine C-H Functionalization Step.

Author information

1
Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey , Piscataway, New Jersey 08854, United States.

Abstract

Pyrrolidine and 1,2,3,4-tetrahydroisoquinoline (THIQ) undergo redox-neutral α-amidation with concurrent N-alkylation upon reaction with aromatic aldehydes and isocyanides. Reactions are promoted by acetic acid and represent a new variant of the Ugi reaction.

PMID:
26785064
PMCID:
PMC4934885
DOI:
10.1021/acs.orglett.5b03529
[Indexed for MEDLINE]
Free PMC Article

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