|
17. The electrochemistry of dienes and polyenes |
773 |
||
TABLE 9. Electroreductive synthesis of dienes from benzenoid compounds |
||||
|
|
|
|
|
|
Benzenoid compound |
Diene |
Yield (%)a |
|
|
|
H(D) |
|
|
|
|
H |
|
|
|
|
|
83 (80) |
|
H(D)
H
H H(D)
94 (70)
H H(D)
H
H(D)
MeO |
MeO |
91 (79) |
H
H(D)
H
H(D)
MeO |
OMe |
MeO |
OMe |
80 (67) |
H
H(D)
a Yields shown in parentheses are those for deuteriated products.
results summarized in Table 9 show, this electrochemical method is practically useful for the synthesis of dienes and especially of deuteriated dienes.
H
H(D)
R Y
R = Alkyl or H
Y = Alkyl or MeO
+e, Mg cathode |
|
|
|
R |
Y |
|
||
t-BuOH(D)/THF, LiClO4 |
(29) |
|
H
H(D)
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