1,3-Oxathiane ring formation through intramolecular Pummerer reaction of alkyl ortho-hydroxymethylphenyl sulfoxides

DOI: 10.3987/com-98-s(h)41

Source and publish data:

Heterocycles p. 291 - 298 (1999)

Update date:2022-08-05

Topics:

Authors:

Abe, Hitoshi

Shibaike, Kentaro

Fujii, Hiroyuki

Tsuchida, Daisuke

Akiyama, Teruaki

Harayama, Takashi

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Article abstract of DOI:10.3987/com-98-s(h)41

The intramolecular Pummerer rearrangement of 2-(2-alkyl-sulfinylphenyl)- 2-propanols (1a, 1c-1g) yielded 1,3-oxathianes (2a, 2c-2g) in the presence of p-toluenesulfonic acid and molecular sieves 3A. Alkyl halides were converted into 1,3-oxathiane derivatives in three steps via this rearrangement.

Full text of DOI:10.3987/com-98-s(h)41

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