A series of 2-phenyl- and 2-(2-heteroarenyl)-bearing amines possessing 1,2-disubstituted
and 1,1,2-trisubststuted alkenes have been evaluated in intramolecular hydroaminations
catalyzed by Y[N(TMS)2]3 (1Y
). Aminoalkenes possessing a terminal 2-(5-trimethylsilyl)thienyl group exhibited
substantially enhanced reactivity compared to their 2-(phenyl)-containing counterparts.
Cyclization efficiencies imparted by the 2-[(5-trimethylsilyl)furanyl] substituent
were comparable or only slightly better than those obtained with the simple the 2-(phenyl)
group.
Key words
hydroamination - cyclization - yttrium - heteroarenes