C-H activation reactions of nitroarenes: current status and outlook
Saumitra Sengupta1, Parthasarathi Das1
1Department of Chemistry, Indian Institute of Technology (Indian School of Mines), Dhanbad, Dhanbad-826004, India. jusaumitra@yahoo.co.uk.
Abstract:
Ring substitution reactions of nitroarenes remain an under-developed area of organic synthesis, confined to the narrow domains of SNAr and SNArH reactions. While searching for alternative methodologies, we took stock of the C-H activation reactions of nitroarenes which unearthed a variety of examples of nitro directed regioselective C-H functionalization reactions such as ortho-arylation, -benzylation/alkylation, and -allylation, oxidative Heck and C-H arylation reactions on (hetero)aromatic rings. A collective account of these reactions is presented in this review to showcase the existing landscape of C-H activation reactions of nitroarenes, to create interest in this field for further development and propagate this strategy as a superior alternative for ring substitution reactions of nitroarenes. The prospect of merging the C-H activation of nitroarenes with C-NO2 activation, thereby harnessing NO2 as a transformable multitasking directing group, is also illustrated.
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