A novel and catalyst-free multicomponent reaction with cyclic tertiary amines, electron-deficient aryl halides or heteroaromatic halides, and Na S enabled by facile C-N bond cleavage of the cyclic tertiary amines was developed. This direct and operationally simple method can be applied with a wide range of functional groups and provides an efficient and rapid approach to potentially drug-like products containing amine, azaarene, thioether, or phenol ether functionalities in good to excellent yields. The utility of this method was demonstrated by the rapid synthesis of the analgesic ruzadolane.
An ovel and catalyst-free multicomponent reaction with cyclic tertiary amines,e lectron-deficient aryl halides or heteroaromatic halides,and Na 2 Senabled by facile CÀNbond cleavage of the cyclic tertiary amines was developed. This direct and operationally simple method can be applied with awide range of functional groups and provides an efficient and rapid approacht op otentially drug-like products containing amine,a zaarene,t hioether,o rp henol ether functionalities in good to excellent yields.T he utility of this method was demonstrated by the rapid synthesis of the analgesic ruzadolane.Scheme 1. An ew multicomponent reaction via CÀNbond cleavage.
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