Azides, aliphatic Azido compounds

By combining several click reactions, click chemistry allows for the rapid synthesis of useful new compounds of high complexity and combinatorial libraries. The 2-type reaction of the azide ion with a variety of epoxides to give azido alcohols has been exploited extensively in click chemistry. First of all, azido alcohols can be converted into amino alcohols upon reduction.70 On the other hand, aliphatic azides are quite stable toward a number of other standard organic synthesis conditions (orthogonality), but readily undergo 1,3-dipolar cycloaddition with alkynes. An example of the sequential reactions of... 

Azides are useful intermediates for synthesis of various nitrogen-containing compounds. They undergo cycloaddition reactions, as will be discussed in Section 6.2, and can also be easily reduced to primary amines. Azido groups are usually introduced into aliphatic compounds by nucleophilic substitution. The most reliable procedures involve heating the appropriate halide with sodium azide in DMSO or DMF. Alkyl azides can also be prepared by reaction in high-boiling alcohols ... 

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