All articles of this category A new method has been found for generation of nitrile oxides in situ from nitroalkanes under mild conditions. Thus, reaction of nitroalkanes 1 with di- tert -butyl dicarbonate (2) and 4-dimethyl-aminopyridine (3) as catalyst in the presence of dipolarophiles at room temperature afforded cycloadducts (e.g. 5,6, and 7 ) in improved yields compared to known methods. Solvent effects were also noted. Generation of nitrile oxides from nitroalkanes using (BOC) 2 O and DMAP is disclosed.
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Basel et al. (1997) studied this question.