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. Author manuscript; available in PMC: 2013 Jun 6.
Published in final edited form as: J Am Chem Soc. 2007 Jun 1;129(25):7742–7743. doi: 10.1021/ja072718l

Table 1.

Pd-catalyzed Alkynylation of N-Fused Heterocycles (eq 3)

# R Product Yield, %a
1 Ph graphic file with name nihms-382575-t0007.jpg 51(59)
2 Si(CH3)3 graphic file with name nihms-382575-t0008.jpg 62(71)
3 Ph graphic file with name nihms-382575-t0009.jpg 76(97)b
4 nBu graphic file with name nihms-382575-t0010.jpg 64(88)
5 Si(CH3)3 graphic file with name nihms-382575-t0011.jpg 90(98)
6 Si(CH3)3 graphic file with name nihms-382575-t0012.jpg 87(98)
7 Ph graphic file with name nihms-382575-t0013.jpg 73(83)
8 nBu graphic file with name nihms-382575-t0014.jpg 72(89)
9 graphic file with name nihms-382575-t0015.jpg graphic file with name nihms-382575-t0016.jpg 65(76)
10 CO2Et graphic file with name nihms-382575-t0017.jpg 64(75)
11 Ph graphic file with name nihms-382575-t0018.jpg 76(97)
12 Ph graphic file with name nihms-382575-t0019.jpg 51(64)
13 graphic file with name nihms-382575-t0020.jpg graphic file with name nihms-382575-t0021.jpg 71(85)b
14 CO2Et graphic file with name nihms-382575-t0022.jpg 63(74)
15 Si(Sh3)3 graphic file with name nihms-382575-t0023.jpg 59(71)
16 graphic file with name nihms-382575-t0024.jpg graphic file with name nihms-382575-t0025.jpg 58(67)
17 graphic file with name nihms-382575-t0026.jpg graphic file with name nihms-382575-t0027.jpg 50(56)c
a

Isolated yields, NMR yields are in brackets.

b

Trace amount of products were detected with iodo- and chloroalkynes (see Supporting Information for details).

c

Yield based on recovery of starting material.12