Novel ether and thioether macrocycles from phthalaldehyde. Issue 15 (8th April 2015)

• Record Type: Journal Article
• Authors: Aitken, R. Alan; Hauduc, Clémence; McLennan, Ross S.; Slawin, Alexandra M.Z.; Wilson, Heather S.
• Is Part Of: Tetrahedron letters. Volume 56:Issue 15(2015)
• Page Start: 1937
• Page End: 1940
• Publication Date: 2015-04-08
• Subjects: OLSABDNFAGCTTF-YFMHBGNRSA-N -- KNCWHVLMPVXWPZ-OLIWNMCLSA-N -- QQXPADGOBUYHED-QSKHDJRLSA-N; Macrocycle -- Phthalaldehyde -- Polyethers -- Acetals -- X-ray structures; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.02.003
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: By reaction of phthalaldehyde (benzene-1, 2-dicarbaldehyde) with ethane-1, 2-diol or 2-mercaptoethanol, macrocycles containing respectively 14- and 12-membered polyether/thioether rings were obtained in low but reproducible yields, and their structures confirmed by X-ray diffraction. The simple compounds (2-vinylphenyl)oxirane and 2-oxiranylbenzaldehyde have also been prepared and characterised for the first time.