Recent Developments in the Chemistry of gem‐Halonitro Compounds

Abstract

gem‐Halonitro compounds are valuable synthetic intermediates of growing chemical interest that have been known for many years. Initially, the interest in gem‐halonitro compounds lay in their biological activity, whereas their chemistry remained quite underdeveloped. In the past few years, however, interest in the chemistry of gem‐halonitro compounds has grown exponentially, sparked by some recent investigations into the reactivity of the gem‐halonitro moiety. Nowadays, gem‐halonitro compounds are recognized as powerful chemical tools on account of their usefulness as synthetic intermediates. This review highlights recent synthetic strategies based on gem‐halonitro compounds and provides an overview of their usefulness in organic chemistry.

Developments and applications of α-bromonitrostyrenes in organic syntheses

“…Because of this feature, α-bromonitrostyrenes can easily be used in Michael addition reactions as a dipolarophile to make various functionalized dihydrofurans, pyrroles, pyrazoles, bicyclic oximes, triazoles, imidazoles, cyclopropanes, etc. 15 In such reactions, α-bromonitroalkenes act as a 1,2-bielectrophile in a diverse range of cascade reactions with binucleophiles, such as 1,3-dicarbonyl compounds, enamines, aldehydes, alkenes, phenols, diazo compounds and other miscellaneous reagents.…”