Convenient catalytic free radical reductions of alkyl halides using an organotin reagent on non-cross-linked polystyrene support

[GRAPHICS] A highly efficient and catalytic organotin reagent on soluble support has b een developed for free radical reactions, The non cross-linked polystyrene copolymer support allows solubility in most organic solvents such as CHCl3, benzene, THF, dimethylacetamide (DMA), DMF, and EtOAc; however, the tin re agent can be readily obtained as a white powder from cold methanol. A varie ty of alkyl halides (1 degrees, 2 degrees, 3 degrees, aryl) underwent radic al reductions in good isolated yields (60-93%) using only 0.01-0.2 equiv of the polymer catalyst.