Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
A Novel Photochemical Reaction of Alcohols in the Presence of an Olefin and 2-Aminothiophenol
MIKIO SUZUKIYOSHIFUMI MAKI
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1972 Volume 20 Issue 7 Pages 1407-1411

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Abstract
Photolysis of simple primary alcohols in the presence of 2-aminothiophenol (I) and cyclohexene afforded 2-methyl-2-alkylbenzothiazolines (II : R1=CH3, R2=alkyl) having the methyl group arising from a carbon of cyclohexene. Similar irradiation of secondary alcohols resulted in the fromation of 2, 2-dialkyl-benzothiazolines (II) in which the R1R2C parts correspond to the carbon skeleton of the parent alcohols. The concurrent formation of 2-cyclohexylthioaniline (III) and 2, 2-pentamethylene-benzothiazoline (IV) in these reactions was also observed. Mechanisms for the formation of these photochemical products have been discussed.
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© The Pharmaceutical Society of Japan
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