Difunctionalization of Cyclopropyl Amines with N-lodosuccinirnide (NIS) or in Situ Formed Cyanogen Iodide (ICN)
by Wang, Qile; Zheng, Nan
We report herein a 1,3-difunctionalization of c-yclopropylamines thaf serve as 'a A- nucleophile in a two electron (2e) 5,2-like ring opening pathway. N-Iodosuccinimide (NIS) or in situ generated cyanogen iodide (ICN) is employed as electrophilic iodinating reagents in conjunction with TMSCN or succinimide to furnish multiple pairs of functional groups disposed in a 1,3 -manner. This 2e ring opening manifold overcomes the constraint of our previously reported le protocol as demonstrated by successful activation of monocyclic tertiary cyclopropylamines.