A recent Japanese patent describes the reaction below leading to a single major organic product D in 92% yield. The product contains a thioether and includes no sp² hybridized carbons. Propose a reasonable mechanism for this reaction and hence provide the structure for the major organic product D. HS. D cat. AIBN toluene, 60 °C, 3 h (92%)

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.46P
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A recent Japanese patent describes the reaction below leading to a single major organic
product D in 92% yield. The product contains a thioether and includes no sp? hybridized
carbons. Propose a reasonable mechanism for this reaction and hence provide the structure
for the major organic product D.
HS
D
cat. AIBN
toluene, 60 °C, 3 h
(92%)
Transcribed Image Text:A recent Japanese patent describes the reaction below leading to a single major organic product D in 92% yield. The product contains a thioether and includes no sp? hybridized carbons. Propose a reasonable mechanism for this reaction and hence provide the structure for the major organic product D. HS D cat. AIBN toluene, 60 °C, 3 h (92%)
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