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Novel synthesis of alkenes via triethylaluminum-induced free radical reactions of alkyl iodides and β-nitrostyrenes

✍ Scribed by Jing-Yuan Liu; Ju-Tsung Liu; Ching-Fa Yao


Book ID
104230586
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
53 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis


Reactions of (E)-b-nitrostyrenes 1 with triethylaluminum (Et 3 Al) 2 and alkyl iodide (RI) 3, 4, or 5 in the presence of benzoyl peroxide in diethyl ether solution at room temperature to give 60-100% of the different (E)-alkenes 6, 7, or 8. Under similar conditions, 95% of 1-adamantyl-2-(4-methoxyphenyl)ethene 10 or 80% of 1-(4-oxoadamantyl)-2-(4-methoxyphenyl)ethene 12 also can be easily prepared by using 1-iodoadamantane 9 or 5-iodo-2-adamantanone 11 and 2.


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