Skip to main content
. Author manuscript; available in PMC: 2014 Sep 9.
Published in final edited form as: Tetrahedron. 2013 Sep 9;69(36):7719–7731. doi: 10.1016/j.tet.2013.04.127

Table 3.

Sonogashira couplings - cyclocondensations according to Scheme 7.

Entry Reactants Sonogashira Coupling Conditions Product/R/R1/Yield %a
1 32 and 18 Pd(PPh3)2Cl2 (2 mol %); CuI (4 mol %), Net3, THF, rt 38a/H/H/54
2 32 and 19 Pd(PPh3)2Cl2 (2 mol %); CuI (4 mol %), Net3, THF, rt 38b/H/OMe/39
3 33 and 18 Pd(PPh3)2Cl2 (2 mol %); CuI (4 mol %), NEt3, THF, rt 38c/OMe/H/32
4 34 and 18 Pd(PPh3)2Cl2 (2 mol %); CuI (4 mol %), Net3, THF, rt 38d/CF3/H/55
5 32 and 18 Pd(PPh3)2Cl2 (2 mol %); CuI (4 mol %), NCy2Me, THF, rt 38a/H/H/60
6 32 and 19 Pd(PPh3)2Cl2 (2 mol %); CuI (4 mol %), NCy2Me, THF, rt 38b/H/OMe/51
7 33 and 18 Pd(PPh3)2Cl2 (2 mol %); CuI (4 mol %), NCy2Me, THF, rt 38c/OMe/H/28
8 34 and 18 Pd(PPh3)2Cl2 (2 mol %); CuI (4 mol %), NCy2Me, THF, rt 38d/CF3/H/29
9 32 and 18 Pd(OAc)2 (1 mol %); NCy2Me, 40 °C 38a/H/H/30
10 34 and 18 Pd(OAc)2 (1 mol %), NCy2Me, 40 °C 38d/CF3/H/44
a

Isolated yield of purified product.