No.105
Useful Pd(II) Catalyst for Cross Coupling
Reactions
Reactions
| B2029 | Benzylchlorobis(triphenylphosphine)palladium(II) (1) |
1g 100mg |
Palladium compound 1 catalyzes the cross coupling reaction of acid chlorides with tetraorganotin compounds to give ketones under mild conditions and in high yields1). The reaction is tolerant of a wide variety of functional groups both on the acid chloride and the tin reagent, thus making this reaction a useful method for ketone synthesis. Palladium compound 1 is an excellent catalyst, giving higher reaction yields and shorter reaction times than other palladium catalysts.
References
1) Cross coupling reactions with acyl chlorides and Organostannane compounds
D. Milstein, J. K. Stille, J. Am. Chem. Soc., 100, 3636 (1978).
idem, J. Org. Chem., 44, 1613 (1979).
M. W. Logue, K. Teng, J. Org. Chem., 47, 2549 (1982).
J. W. Labadie, D. Tueting, J. K. Stille, J. Org. Chem., 48, 4634 (1983).
K.-T. Kang, S. S. Kim, J. C. Lee, Tetrahedron Lett., 32, 4341 (1991).
2) Review: The Stille reaction
V. Farina, V. Krishnamurthy, W. J. Scott, Organic Reactions, 50, 1 (1997).
D. Milstein, J. K. Stille, J. Am. Chem. Soc., 100, 3636 (1978).
idem, J. Org. Chem., 44, 1613 (1979).
M. W. Logue, K. Teng, J. Org. Chem., 47, 2549 (1982).
J. W. Labadie, D. Tueting, J. K. Stille, J. Org. Chem., 48, 4634 (1983).
K.-T. Kang, S. S. Kim, J. C. Lee, Tetrahedron Lett., 32, 4341 (1991).
2) Review: The Stille reaction
V. Farina, V. Krishnamurthy, W. J. Scott, Organic Reactions, 50, 1 (1997).
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