76010-79-2Relevant academic research and scientific papers
Palladium-Catalyzed Alkenylation of Aromatic Heterocycles with Olefins. Synthesis of Functionalized Aromatic Heterocycles
Fujiwara, Yuzo,Maruyama, Osamu,Yoshidomi, Michiaki,Taniguchi, Hiroshi
, p. 851 - 855 (2007/10/02)
Aromatic heterocycles such as furan, thiophene, benzofuran, benzothiophene, and N-acetylindole undergo facile palladium-assisted alkenylation with various olefins to produce mono- and/or dialkenylated heterocycles in high yield.With furan and thiophene, the reaction is regioselective, giving products substituted at the 2-position of the heterocycles, and is also stereoselective, giving E products when the substituent on the olefin is bulky.The reactions of benzofuran and N-acetylindole with olefins give cyclization products such as dibenzofuran and carbazole derivatives together with alkenylated products.The mechanistic implications with respect to these alkenylations are discussed.
