Issue 10, 1998
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Radical β-addition to acyclic α-(arylsulfinyl) enones: Pummerer-type rearrangement

Nobuyuki Mase,   Yoshihiko Watanabe,   Yoshio Ueno  and  Takeshi Toru  

Abstract

The reaction of (S,E )-3-( p-tolylsulfinyl)pent-3-en-2-one with an isopropyl radical, generated from isopropyl iodide and triethylborane, gives the non-stereoselective addition product and an unexpected α-(arylsulfanyl) enone which is formed through a radical addition and subsequent Pummerer-type rearrangement. The formation of the α-(arylsulfanyl) enone depends upon the additives used as well as the aryl group on the sulfur.

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Article information

DOI
https://doi.org/10.1039/A800828K
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1998, 1613-1618

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Radical β-addition to acyclic α-(arylsulfinyl) enones: Pummerer-type rearrangement

N. Mase, Y. Watanabe, Y. Ueno and T. Toru, J. Chem. Soc., Perkin Trans. 1, 1998, 1613 DOI: 10.1039/A800828K

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