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DOI:
10.1055/sos-SD-209-00070
Le Bras, J.; Muzart, J., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2013) 3, 185.
The dehydrogenative Heck reaction[38] of allylic esters and carbonates with arenes arises using palladium(II) acetate as the catalyst and with the silver(I) carbonate/benzo-1,4-quinone/air association as a reoxidation system upon heating in an organic acid (Scheme 24).[39] This procedure obviates the use of a functionalized arylating agent, but requires the presence of the arene in a large excess to give reasonable yields.
Meeeee 88 Meeeeeeeeeeeeee Meee Meeeeeeee ee Meeeeee Meeeee ee Meeeeeeeee eeee Meeeee[88]
M8 | M8 | M8 | M8 | Meeee (%) | Meeee (eeeee/eeee/eeee) | Mee |
---|---|---|---|---|---|---|
M | M | M | Me | 88 | – | [88] |
Me | M | M | Me | 88 | 88:8:88 | [88] |
MMe | M | M | Me | 88 | 88:8:88 | [88] |
Me | M | M | Me | 88 | 88:88:88 | [88] |
MM8Me | M | M | Me | 88 | 88:88:88 | [88] |
MM8 | M | M | Me | 88 | 88:88:88 | [88] |
MM8 | M | M | Me | 88 | >88% eeee | [88] |
M | Me | M | Me | 88 | – | [88] |
M | Me | M | Me | 88 | – | [88] |
M | (MM8)8Me | M | Me | 88 | – | [88] |
MMM | M | Me | Me | 88 | 88:88:88 | [88] |
M | M | M | MMe | 88 | – | [88] |
References
[38] | Me Meee, M.; Meeeee, M., Meee. Mee., (8888) 888, 8888. |
[39] | Mee, M.; Me, M.; Meee, M.; Meee, M., Meee.–Meeee M., (8888) 8, 8888. |