Arylation of heteroatoms are extremely important reactions in organic synthesis. Traditional these are carried out through transition-metal-catalyzed cross coupling reactions. Catalyst-free arylation has been reported effected by direct SnAN substitution on electron deficient fluorobenzene derivatives with nitro, carbonyl, sulfone or nitrile substituents, but reported methods gives low yields for less activated fluorobenzene derivatives and are not feasible for unactivated fluorobenzenes.[1] Here we present our resent advances in high yielding catalyst-free arylation of heteroatoms in which fluorine is displaced with the nucleophile through a SnAE reaction. These reactions are complimentary to cross coupling reactions and give facile access to a range of products which are difficult to obtain through other methods. The versatility of the chemistry provides the base for using fluorobenzene derivatives as multifunctional tools in a broad span of natural science disciplines. [1] H. Amii, K. Uneyama Chem. Rev. 2009  , 106, 2119-2183.

Fluorobenzene derivatives as multifunctional tools

243rd National Meeting (2012)

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