31535-70-3Relevant academic research and scientific papers
BF3·OEt2catalyzed chemoselective CC bond cleavage of α,β-enones: An unexpected synthesis of 3-alkylated oxindoles and spiro-indolooxiranes
Muthusamy, Sengodagounder,Prabu, Ammasi
supporting information, p. 558 - 564 (2022/02/07)
A BF3·OEt2 catalyzed highly chemoselective formal CC double bond cleavage reaction of α,β-enones with diazoamides for the synthesis of 3-alkylated oxindoles is developed. Boron trifluoride etherate is found to be an effective catalyst for the chemoselective Cα-Cβ cleavage of enones to obtain 3-alkylated oxindoles. The product formation indicates a selective β-carbon elimination pathway of α,β-enones using the inexpensive BF3·OEt2 as a catalyst, transition metal-free conditions, an open-air environment, good functional tolerance and broad substrate scope. The synthetic utility of this protocol is highlighted by synthesizing spiro-indolooxiranes.
Chemoselective reduction of isatin-derived electron-deficient alkenes using alkylphosphanes as reduction reagents
Cao, Shu-Hua,Zhang, Xiu-Chun,Wei, Yin,Shi, Min
supporting information; experimental part, p. 2668 - 2672 (2011/06/25)
Under mild reaction conditions, the C=C double bond inisatin-derived electron-deficient alkenes has been exclusively reduced in the presence of alkylphosphanes and water to afford the corresponding reduction products in good to excellent yields. A plausib
