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. Author manuscript; available in PMC: 2009 Jul 27.
Published in final edited form as: Chem Commun (Camb). 2008 Aug 27;(1):20–33. doi: 10.1039/b809676g

Table 12.

Vinylation of aryl iodides using polyvinylsiloxane 19

graphic file with name nihms92008t12.jpg

Entry R 19 (equiv.) TBAF (equiv.) t/min Yield (%)
1 4-C(O)Me 0.3 2.0 10 88
2 4-COOEt 0.3 2.0 10 85
3a 4-COOEt 0.3 2.0 60 83
4b 4-OMe 0.375 3.0 360 63
5 3-NO2 0.3 2.0 10 87
6 3-CH2OH 0.3 2.0 480 59
7b 2-OMe 0.375 3.0 c 72
8 2-COOMe 0.3 2.0 480 83
9 d 0.3 2.0 180 64
a

Pd(dba)2 (1 mol%) used.

b

Ph3As (10 mol%) added to the reaction.

c

24 h.

d

1-Iodonaphthalene.