Categories: N/N Bond Formation >
Synthesis of Diazo Compounds
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Recent Literature
"Activated" dimethyl sulfoxide efficiently dehydrogenates hydrazones to the
respective diazo compounds at -78°C. Under optimized conditions, simple vacuum
filtration provides solutions of pure diazo compounds from which stable diazo
species can be isolated in high yield, or that can be directly used in
subsequent reactions.
M. I. Javed, M. Brewer, Org. Lett., 2007,
9, 1789-1792.
M. I. Javed, M. Brewer, Org. Lett., 2007,
9, 1789-1792.
The reaction of 1-aryl-2,2,2-trifluorodiazoethanes with alkenes provides
trifluoromethyl-substituted cyclopropanes with high diastereoselectivity and
enantioselectivity in the presence of an adamantylglycine-derived dirhodium
complex Rh2(R-PTAD)4 as catalyst.
J. R. Denton, D. Sukumaran, H. M. L. Davies, Org. Lett., 2007,
9, 2625-2628.
