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Synthesis of New Chiral Schiff Bases Containing Bromo- and Iodo-Functionalized Hydroxynaphthalene Frameworks

Release Time:2019-03-09  Hits:

Indexed by: Journal Article

Date of Publication: 2011-01-01

Journal: SYNTHETIC COMMUNICATIONS

Included Journals: SCIE

Volume: 41

Issue: 9

Page Number: 1381-1393

ISSN: 0039-7911

Key Words: Chiral schiff base; condensation; controlled halogenation; halohydroxynaphthaldehyde

Abstract: [image omitted] Two series of chiral Schiff bases 3a-g and 4a-g containing bromo- and iodo-functionalized hydroxynaphthalene frameworks were conveniently prepared in acceptable to moderate yields by controlled halogenation of hydroxynaphthaldehyde and then condensation of the corresponding mono-, di-, and trihalohydroxynaphthaldehyde with the chiral amino alcohol. Except for 4d, the Schiff bases 3a-g, 4a-c, and 4e-g prepared in the present work have not been reported in literature so far, and they might be used as effective chiral inducers in some asymmetrically synthetic reactions.

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