Categories: C-Cl Bond Formation, C-N Bond Formation > Amines
Synthesis of 1,2-chloroamines
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A practical, regio- and diastereoselective synthesis of vicinal chloramines from
electron-deficient olefins and Chloramine-T is promoted by Brønsted acids in
water. This novel protocol is efficient, mild, ecofriendly, and broadly
applicable for the aminochlorination of various electron-deficient olefins
including α,β-unsaturated ketones, cinnamate, and cinnamide.
X.-L. Wu, G.-W. Wang, J. Org. Chem., 2007,
72, 9398-9401.

Regio- and Stereoselective Copper-Catalyzed Synthesis of Vicinal Haloamino
Ketones from α,β-Unsaturated Ketones
D. Chen, C. Timmons, S. Chao, G. Li, Eur. J. Org. Chem., 2004,
3097-3101.

Regio- and Stereoselective Copper-Catalyzed Synthesis of Vicinal Haloamino
Ketones from α,β-Unsaturated Ketones
D. Chen, C. Timmons, S. Chao, G. Li, Eur. J. Org. Chem., 2004,
3097-3101.
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Radical halo-nitration of alkenes proceeds easily by radical addition of
nitrogen dioxide generated by thermal decomposition of iron(III) nitrate
nonahydrate and subsequent trapping of the resultant radical by a halogen atom
in the presence of a halogen salt. Application of this method to synthesis of
nitroalkenes is also described.
T. Taniguchi, T. Fuji, H. Ishibashi, J. Org. Chem., 2010,
75, 8126-8132.
