1600505-22-3Relevant academic research and scientific papers
Cu/Pd-Catalyzed Cascade Reactions of Cyclic Diaryliodoniums and Alkynes - Access to Fluorenes with Conjugate Enynes/Dienes
Liu, Zhenquan,Luo, Bingling,Liu, Xiaomin,Hu, Yumim,Wu, Baojian,Huang, Peng,Wen, Shijun
, p. 1110 - 1118 (2016)
Unlike the widely studied linear diaryliodoniums as electrophilic arylating reagents, cyclic diaryliodoniums have the potential to initiate dual arylations with atom and step economy. In our current work, cascade reactions of cyclic diaryliodoniums and two equivalent alkynes have been successfully achieved under mild conditions, catalyzed by CuI/PdCl2(PPh3)2. The transformation could also be realized in a stepwise way with two different alkynes or with one alkyne and one alkene. The reaction enables a rapid access to a variety of complex fluorenes containing conjugate enyne and diene fragments. The Cu/Pd-catalyzed cascade reactions of cyclic diaryliodoniums and alkynes enable the facile construction of structurally diverse fluorenes with conjugate enynes/dines in one or two steps.
Three-component Pd/Cu-catalyzed cascade reactions of cyclic iodoniums, alkynes, and boronic acids: An approach to methylidenefluorenes
Zhu, Daqian,Wu, Yongcheng,Wu, Baojian,Luo, Bingling,Ganesan,Wu, Fu-Hai,Pi, Rongbiao,Huang, Peng,Wen, Shijun
supporting information, p. 2350 - 2353 (2014/05/20)
Linear diaryliodonium salts are widely used as arylating reagents for C-C and C-X bond formation. Meanwhile, synthetic applications of cyclic iodoniums are relatively rare although they offer the opportunity to set up reaction cascades. We demonstrate an atom and step economical three-component reaction involving cyclic diphenyleneiodoniums, alkynes, and boronic acids, resulting in the construction of methylidenefluorenes in a single operation. Our route enables facile access to both symmetrical and unsymmetrical methylidenefluorene derivatives, compounds that have attracted interest due to their optical properties.
