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6. Isolation of a considerable amount of 1-iodo-1-decyne may suggest intermediacy of some radical species. In fact, use of a radical inhibitor 1,1-diphenylethene and 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) as an additive decreased the yields of the alkyne and tropolone 2-oxodecyl ether. It has been reported that phenylation of enolate anions with diphenyliodonium salts competes with radical-induced decomposition of the iodonium salt; Barton, D, H, R.; Finet, J.-P.; Giannotti, C.; Halley, F. J. Chem. Soc., Perkin Trans. 1 1987, 241.
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85030198482
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note
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+) 258.1620. Found 258.1617.
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0011972842
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84971019111
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13. The alkylidenecarbene generated from 1-ethynylnaphthalene by flash vacuum pyrolysis at 850 °C undergoes 1,5-insertion into an aromatic C-H bond to give acenaphthylene. See: (a) Brown, R. F. C.; Eastwood, F. W.; Jackman, G. P. Aust. J. Chem. 1977, 30, 1757;
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