Applied Study Of Benzo-heterocyclic Organic Hydride Compounds On Reduction Reaction

Organic hydride compounds are one kind of substances which can transferhydrogen to the surrounding substrates in the form of hydride anions in chemical andbiochemical reactions. Five membered hydride compounds have been extensivelyapplied in reduction reaction. Although they don’t have1,4-dihydropyridine structure,the high efficient hydride donating abilities and excellent chemoselectivity they havealso generated great interest of many chemists.Herein, we chose two different five-membered heterocyclic hydride compounds,N,N-dimethylbenzimidazoline (DMBI) and2-phenylbenzothiazoline (PBT), to studytheir abilities in reducing α,β-epoxy ketones and compare the reductive capacities ofPBT in reducing electron-deficient olefins and α,β-unsaturated ketones. On the basisof exploring their reaction scope and properties, we committed to find the relationshipbetween structure and activity. It will provide some protocols for designing theorganic hydride compounds with more efficiently reducing abilities in future.Studies showed that reduction of α,β-epoxy ketones under irradiation by utilizingN,N-dimethylbenzimidazoline and2-phenylbenzothiazoline as hydride source couldensure good yields. Moreover, the conditions in selective reduction of activationolefins by PBT were at ambient temperature and without added catalyst. In contrast,reduction of α,β-unsaturated ketones couldn’t afford satisfactory results althoughadding Lewis acid and heating.