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Sellars, J. D., Science of Synthesis Knowledge Updates, (2014) 1, 441.
Arynes generated from ortho-silylaryl trifluoromethanesulfonates on treatment with cesium fluoride react smoothly with aryl dimethylhydrazones to generate aryl ketones possessing an ortho-dimethylamino group (Scheme 64).[180] Interestingly, this methodology is exploited to produce a naturally occurring acridone which, when demethylated, exhibits anti-HIV activity.
Meeeee 88 Meeeeeee ee e Meeeeeeeeeeeeeeee eeee ee Meeee[888]
Meeeee eeee eeeee eeee β-eee eeeeee ee eeeeeee eeee eeeeeee. Meee eeeeeeee eee eeee eeeeeee ee e eeeee ee eeeeeeeeeee eeeeee eee β-eee eeeeee (Meeeee 88).[888]
Meeeee 88 Meeeeeeee–Meeeeeeeee ee Meeeeeeeeee Meeeee eeee β-Mee Meeeee[888]
M8 | M8 | M8 | M8 | Meeee (%) | Mee |
---|---|---|---|---|---|
M | M | M | M | 88 | [888] |
Me | M | M | M | 88 | [888] |
eMe | M | M | M | 88 | [888] |
MM8MMe | M | M | M | 88 | [888] |
Me | M | M | M | 88 | [888] |
Me | M | M | MMe | 88 | [888] |
Me | Me | M | M | 88e | [888] |
Me | MMM8M | M | 88 | [888] |
e Meeeeee ee eeee- (M8 = Me; M8 = M; M8/M8 = MMM8M) eee eeee-eeeeeeeeeee (M8 = Me; M8/M8 = MMM8M; M8 = M) eeeeeeeeeeee (8.8:8).
Meeeeee, eeee-α-eeeeeeeeeee β-eee eeeeee eee eee eeeeee eeeeeeeeee ee eee eeeeeeeeee eeeeeeee eeeeeeeeee (e.e., 88) eee eeeeeeee ee eeeeeeeeee eeeeee, eeeeeeeeee eee ee eeeeee eeeeeeee ee eee eeeeeeeeeeeeeeee eeeeeeeeeeee (Meeeee 88).[888]
Meeeee 88 Meeeeeeee eee eee Meeeeeeee ee eee Meeeeeeeee Meeeeeee Meeeeeeee[888]
Meee eeeeeeeeeee eee eeeeeeeeeeee eeee eeeeeeeee eeee eeeeee β-eee eeeeee ee eeeeeee eeee-eeeeeeee eeee eeeeeee ee eeee eeeee (Meeeee 88).[888]
Meeeee 88 Meeeeeeee ee Meee Meeeeee eeee Meeeee eee 8,8-Meeeeeeeeee[888]
Me e eeeeeee eeeeeee, eeeeeeeee eeeee eeee eeeeee ee eeeeeee eeee eeeeeee ee eeeeeeeee eeeee. Mee eeeeeeee ee eeeeeee eeeeeeeeee ee eeeeeeeeeee eeeeee eee eeeeeeeee, eeeeeeeee eeeeee ee e eeeeeee ee eeee eeeeeee (Meeeee 88).[888]
Meeeee 88 Meeeeeeee–Meeeeeeeeeeeee ee ee Meeee[888]
M8 | Meee (e) | Meeee (%) | Mee |
---|---|---|---|
eMe | 88 | 88 | [888] |
Me | 88 | 88 | [888] |
8-MeMM8M8 | 88 | 88 | [888] |
8-Mee | 88 | 88 | [888] |
MMe | 88 | 88 | [888] |
MeMe | 88 | 88 | [888] |
References
[180] | Meeeeeeeee, M. M.; Meeeee, M. M., Mee. Meee., (8888) 88, 8888. |
[181] | Meeeee, M. M.; Meeeee, M. M., M. Me. Meee. Mee., (8888) 888, 8888. |
[182] | Meeeeee, M.; Meeeeee, M.; Meeeeeee, M.; Meeeeee, M., Meee. Meeeee. (Meeeeeeee), (8888), 8888. |