Free accessResearch articleFirst published online 1999-6
Hypervalent Iodine in Synthesis Part 39. ‡ Palladium-catalyzed Carbonylative Coupling of lodonium Salts and Potassium Aryltrifluoroborates by Carbon Monoxide †
Diaryl ketones and chalcones are obtained in good yields by palladium-catalyzed carbonylative coupling of diaryliodonium salts and (E)-phenylethenyl(phenyl)iodonium tetrafluoroborates with potassium aryltrifluoroborates in an atmosphere of carbon monoxide under mild conditions.
References
1.
MiyauraN. and SuzukiA., Chem. Rev., 1996, 95, 2457: A. Suzuki, Pure Appl. Chem., 1985, 57, 1749; 1991, 63, 419: 1994, 66, 213.
2.
VedejsE., FieldsS. C. and SchrimpfM. R., J Am. Chem. Soc., 1993, 115, 11612; VedejsE., FieldsS. C., LinS. and SchrimpfM. R., J. Org. Chem., 1995, 60, 3028.
3.
DarsesS. and GenetJ. P., Tetrahedron Lett., 1997, 38, 4393.
4.
Part XXXIII: submitted to Synth Commun.
5.
RangS. K., YamaguchiT., KimT. H. and HoP. S., J. Org. Chem., 1996, 61, 9082; RangS. K., YamaguchiT., HoP. S., KimW. Y. and RyuH. C., J. Chem. Soc., Perkin. Trans. 1, 1998, 841; RangS. K., HoP. S., YooS. K., LeeJ. C. and LeeK. J., Synthesis, 1998, 823; KangS. K., LimK. H., HoP. S. and KimW. Y., Synthesis, 1997, 874.
6.
KangS. K., LeeH. W., JangS. B. and HoP. S., J. Org. Chem., 1996, 61, 4720.
7.
The Merck Index: an encyclopedia of chemicals, drugs and biochemicals, Chapman and Hall, London 10th edn., p. 1101.
8.
DaviesA. G., KenyonJ., LyonsR. J. and RohenT. A., J. Chem. Soc., 1954, 3474.
9.
StaabA. and JostE., Justus Liebigs Ann. Chem., 1962, 655, 90.
10.
The Merck Index, 10th edn., p. 1991.
11.
GilmanH., Org. Synth., 1932, 12, 62.
12.
RyangM. and TsutsumiS., Bull. Chem. Soc Jpn., 1962, 35, 1121.