You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via32.4.2.1.6.1 Method 1: The Hunsdiecker Reaction
Please login to access the full content or check if you have access via
Pollex, A., Science of Synthesis, (2008) 32, 494.
The halodecarboxylation of α,β-unsaturated carboxylic acids is successfully used for the formation of haloalkenes[457–459] but, in its original form, the method is limited to the conversion of substituted cinnamic acids into β-halostyrenes, and proceeds with retention of the double-bond configuration of the cinnamic acid. N-Halosuccinimides (NXS), in concert with lithium acetate, provide a successful and low toxic reagent combination for this type of transformation (Scheme 110).[458]
Meeeee 888 Meeeeeeeeee Meeeeeeeeee Meeeeeeee eee eee Meeeeeeeee ee Meeeeeeeeeee[888]
Meee eeeeeeee eee eeeeee eee eeee eeeeeeee ee eeeeeee eeeeeeeee eeee eeeeee eeeeeeeeeeeeeeeeeeee eeeeeeee eeee eeeeeeeeeeeeeeeeee eeeeeee ee eee eeeeeeee. Mee, eeee eeeeeeee eeeee eee eeeeeeeee α,β-eeeeeeeeeee eeeeeeeeee eeeee eee eeeeeeeee eeeeeeeeee, eee M-eeeeeeeeee eeeeeeeeeee eee eeeeee eeeeeeeeee ee eee eeeeee-eeee eeeeeeeeeeeee ee eee eeeeeeee eeeeeeee. (Meeeee 888).[888] Meeeeee, eeeeeeeee eeeeeeeeee eeeee ee eee eeeee.
Meeeee 888 Meeeeeee Meeeeeeeeee Meeeeeeee eee eee Meeeeeeeee ee Meeeeeeeeee[888]
M8 | M8 | Meeeeeee ee Meeeeeeee | Meeee (%) | Mee |
---|---|---|---|---|
Me | Me | – | 88 | [888] |
Me | M | M | 88 | [888] |
Me | M | M | 88 | [888] |
Me | M | M | 88 | [888] |
Me | M | M | 88 | [888] |
References
[457] | Meeeeeeeeee, M.; Meeeeeeeeee, M., Mee. Meeee. Meee. Mee. M, (8888) 88, 888. |
[458] | Meeeeeeee, M.; Mee, M., M. Mee. Meee., (8888) 88, 888. |
[459] | Meeeeeee, M. M.; Meeeeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888, eee eeeeeeeeee eeeee eeeeeee. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8, 888.
- 8.Meeeee-Meee, (8888) 8/8, 888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.