Study On The New Reaction Based On Diazonium Salt And Hydroxyalkenyl Azide

Diazonium salts andα-alkenyl azides are both vital organic skeleton building units.Diazonium salts can lose N₂unit and couple with other free radical receptors,which leads to a series of classical name reactions.In recent years,under the advocacy of green chemistry,the strategy of preserving N₂unit to construct azobenzene and nitrogen-containing heterocyclic compounds has been widely concerned.At present,the construction of azo units often requires such as transition metal catalysis,rare ligands,external heat sources and other harsh conditions.Therefore,the development of a one-pot method with mild condition and transition-free metal catalysis is undoubtedly an excellent synthesis strategy.α-Alkenyl azides have both unsaturated double bonds and azide structures,many unexpected reaction patterns or products can be created by the highly reactive conjugated structures ofα-alkenyl azides.However,there is almost none report that constructs important intermediate nitriles based on alkenyl azide.At present,the preparation of nitriles mainly depends on precursor compounds such as cyanide salts or nitrile derivatives,which often have high toxicity or harsh reaction conditions.Therefore,under mild conditions,it is particularly important to develop economical and environmentally friendly alkenyl azides as cyanation precursors,and this synthesis strategy will undoubtedly further enrich the reaction range of perylene-alkenyl azides as the source of cyano functional groups.The specific research of this paper is as follows:（1）.Alkali promotes the difunctionalization reaction of aryl diazonium salt.Under the catalysis of sodium acetate,diazonium salts can easily and efficiently synthesize various functional group substituted p-phenylazo phenols at room temperature.It is worth noting that cross-coupling reactions can also occur between different diazo salts to form asymmetric substituted azophenols.The reaction has the advantages of environmentally friendly green solvent,no transition metal catalysis,no ligand,no external heat source,no inert gas atmosphere,etc.This strategy provides a new method for the synthesis of phenolic derivatives.（2）.Copper-catalyzed N-fluorobisbenzenesulfonamide cyanation reactionUnder the catalysis of cheap copper,no rare ligands,no highly toxic cyanide salts,etc,the high reactivity ofα-alkenyl azide can be used to obtain cyanated bisbenzenesulfonyl Amine.the cyanation of diphenylsulfonimides catalyzed by cheap copper was realized,a new strategy ofα-alkenyl azide as the source of cyanide functional group was established,and a new cyanidation reaction of diphenylsulfonimide was developed.