1313574-65-0Relevant academic research and scientific papers
Pd-Catalyzed Oxidative Annulation of Aryl Ethers with Alkynes: Synthesis of Functionalized Spirocycles and Naphthalenes
Chen, Nuan,Gong, Xiaojie,Peng, Shiyong,Sun, Xiaobo,Sun, Zhonghao,Wang, Jian,Wang, Lei,Zhu, Huijuan
supporting information, (2020/04/21)
Palladium-catalyzed dearomative [2+2+1] annulations of aryl ethers with alkynes are reported via para-selective C-H functionalization, providing highly functionalized spirocyclohexadienones in moderate to excellent yields under mild reaction conditions. Importantly, mechanistic investigation indicated an unusual C-O bond cleavage was involved. Moreover, polyarylated naphthalenes could be obtained via oxidative [2+2+2] annulation by tuning aryl ethers from monomethoxybenzenes to polymethoxybenzenes under an identical catalytic system.
Pd-catalyzed [2+2+1] coupling of alkynes and arenes: Phenol diazonium salts as mechanistic trapdoors
Schmidt, Bernd,Berger, Rene,Kelling, Alexandra,Schilde, Uwe
, p. 7032 - 7040 (2011/07/30)
Alkynes and phenol diazonium salts undergo a Pd-catalyzed [2+2+1] cyclization reaction to spiro[4,5]decatetraene-7-ones. This structure was confirmed for one example by X-ray single-crystal structure analysis. The reaction is believed to proceed through oxidative addition of the phenol diazonium cation to Pd0, subsequent insertion of two alkynes, followed by irreversible spirocyclization. Copyright
