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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 3.

Addition of Substituted Anilines to Diphenylacetylene Inline graphic

% yieldb
entry X 8/9 1b 2
1 H 3:1 98 96 (75c)
2 4-Me 4:1 79 74
3 4-OMe 7:1 31 72 (83c)
4 4-Cl 4:1 >95 >95 (66c)
5 2,6-Me2 only 8 7 69
a

Identical results were obtained when the reaction was run in C6D6 or C7D8.

b

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

c

Isolated yield of the ketone hydrolysis product.