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. Author manuscript; available in PMC: 2006 Jan 6.
Published in final edited form as: Org Lett. 2004 Jul 22;6(15):2519–2522. doi: 10.1021/ol0492851

Table 2.

Hydroamination of Various Alkynes with Aniline Inline graphic

% yieldb
entry R1, R2 6/7 time (h) 1b 2
1 Et, Et NA 24 >95 (83c) >95
2 n-Pr, Me 1:1 24 >95 71
3 Ph, H only 6 2 77 (65c) 66
4 n-Pr, H only 6 2 70 62
5 Ph, Me only 7 24 NR 19
a

Identical results were obtained when the reaction was run in C6D6 or C7H8.

b

Yields are given as NMR yields. Hydrolysis to the corresponding ketone was used to confirm these assignments.

c

Isolated yield of imine reduction product.