Reaction of polymerization-resistant 1,2-dithiolanes with lithiated picolines: Simple ring opening and 1,3-dithiane formation

Article abstract of DOI:10.1080/10426509608046352

Reaction of polymerization resistant 1,2-dithiolanes 1 with excess pyridylmethyllithiums 3 in THF gave the corresponding ring-opened products 2 in good yields, but the by-products 2-pyridyl-1,3-dithianes 5 and 1,3-propanedithiols 6 could not be excluded. Addition of hexamethylphosphoric triamide (HMPT) to the reaction mixture resulted in the selective formation of 5.

Full text of DOI:10.1080/10426509608046352

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Phosphorus, Sulfur, and Silicon and the
Related Elements
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REACTION OF POLYMERIZATION-
RESISTANT 1,2-DITHIOLANES WITH
LITHIATED PICOLINES: SIMPLE RING
OPENING AND 1,3-DITHIANE FORMATION
Masato Tazaki a , Shigeyuki Okai a , Toshihiko Hieda a , Shizuo
Nagahama a & Makoto Takagi b
a Department of Industrial Chemistry , Kumamoto Institute of
Technology , Ikeda 4-22-1, Kumamoto, 860, Japan
b Department of Chemical Science and Technology, Faculty of
Engineering , Kyushu University , Hakozaki 6-10-1, Higashi-ku,
Fukuoka, 812, Japan
Published online: 04 Oct 2006.
To cite this article: Masato Tazaki , Shigeyuki Okai , Toshihiko Hieda , Shizuo Nagahama & Makoto
Takagi (1996) REACTION OF POLYMERIZATION-RESISTANT 1,2-DITHIOLANES WITH LITHIATED PICOLINES:
SIMPLE RING OPENING AND 1,3-DITHIANE FORMATION, Phosphorus, Sulfur, and Silicon and the Related
Elements, 112:1-4, 101-108, DOI: 10.1080/10426509608046352
To link to this article: http://dx.doi.org/10.1080/10426509608046352
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