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1.6.1 Nitroalkylation of Aryl Halides
ОглавлениеAryl halides can be converted into “aryl nitromethanes” via a cross-coupling reaction with nitromethane, catalyzed by Pd2(dba)3, tris(dibenzylideneacetone)dipalladium, as reported in Scheme 1.18 [40].
A more general protocol provides the arylation of primary nitroalkanes (different from nitromethane), via Pd-catalyzed reaction with aryl bromide or chlorides (Scheme 1.19) [41].
More detailed applications are reported in Chapter 6.
Scheme 1.17 Reductive nitromethylation of aldehydes.
Table 1.5 Nitration of alkanes (selected examples).
| Substrate | Nitrating agent | Nitroalkane | Yield (%) |
|---|---|---|---|
| NHPI (NO2) | 63 | ||
| NAPI (HNO3) | 69 | ||
| NAPI (NO2) | 69 | ||
| NHPI (HNO3) | 70 | ||
| NHPI (NO2) | 54 | ||
| NHPI (NO2) | 65 |
