Article citationsMore>>

Nakamura, H. and Shimizu, K. (2011) Catalytic Reactions of Bis-π-Allylpalladium Generated from Allyltrifluoroborate. Tetrahedron Letters, 52, 426-429.
https://doi.org/10.1016/j.tetlet.2010.11.082

has been cited by the following article:

• TITLE: Pd-Catalyzed Microwave Irradiated Regioselective Aroylation Reaction of Crotyl- and Allyltrifluoroborates

  AUTHORS: Mohammad Al-Masum, Sarah Legan, Kwei-Yu Liu

  KEYWORDS: Direct Aroylation, Regioselectivity, Stereoselectivity, Microwave

  JOURNAL NAME: International Journal of Organic Chemistry, Vol.6 No.4, December 20, 2016

  ABSTRACT: An interesting regioselectivity is observed when the mixture of potassium crotyltrifluoroborate (1a) and aroyl chlorides having electron-deficient and electron-rich groups is microwaved in the presence of palladium-catalyst. In the case of electron withdrawing group with phenyl ring of aroyl chlorides, isomerized α,β-unsaturated compound 3 is the product whereas electron donating group with phenyl ring of aroyl chlorides furnishes α-adduct 4. Similar aroylation reaction is also established for potassium allyltrifluoroborate (1b). In this case, regioselectivity is unaffected with changing electron-rich or electron-deficient groups in phenyl ring of the aroyl chlorides. Reactions proceed with, essentially in same rate, affording the corresponding aryl propenyl ketones (crotonophenones) 5 in good to high yields.