We report a redox-neutral catalytic coupling of nitroalkanes and unactivated alkenes that proceeds by a directed carbopalladation mechanism. The reaction is uniquely enabled by the {combination|mixture} of PdI2 {as the|because the} precatalyst and HFIP solvent. Structurally {complex|complicated} nitroalkane {products|goods|items|merchandise|solutions}, {including|such as|which includes|like} nitro-containing carbo- and heterocycles, are {prepared|ready} {under|below|beneath} operationally {convenient|handy|hassle-free|practical|easy} {conditions|circumstances|situations} {without|with out|without having|with no|devoid of|without the need of} the {need|require|want|need to have|will need|have to have} for toxic or corrosive reagents. Deuterium labeling experiments and isolation of a catalytically relevant intermediate shed light {on the|around the} reaction mechanism. By taking {advantage|benefit} of {different|various|distinct|diverse|unique|distinctive} catalytic activation modes, we demonstrate orthogonal {methods|techniques|strategies|approaches|procedures|solutions} for site-selective functionalization of a polyfunctional nitroalkyl ketone. 120042-11-7 Order AN-12-H5 intermediate-1 Data Sheet PMID:23398362
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