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IUPAC

Pure Appl. Chem. 77(7), 1213-1219, 2005
DOI: 10.1351/pac200577071213

Pure and Applied Chemistry

Vol. 77, Issue 7

Annulation of propargylic dithioacetals leading to furan-containing oligoaryls*

Tien-Yau Luh

Department of Chemistry, National Taiwan University, Taipei 106, Taiwan

Abstract: Reaction of propargylic dithioacetals with BuLi followed by treatment with dialdehydes yields the corresponding allenyl carbinols which can be cyclized to give the 2,3,5‑trisubstituted furans. The use of this strategy for the synthesis of a range of alternating benzene-furan oligoaryls is described.
Keywords: annulation; propargylic dithioacetals; oligoaryls; furans; optoelectronic applications; cyclophanes; convergent synthesis.

*An issue of reviews and research papers based on lectures presented at the 15th International Conference on Organic Synthesis (ICOS-15), held in Nagoya, Japan, 1-6 August 2004, on the theme of organic synthesis. Other presentations are published in this issue, pp. 1087-1296.

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