Highly selective copper-catalyzed trifunctionalization of alkynyl carboxylic acids: an efficient route to bis-deuterated β-borylated α,β-styrene.
A copper-catalyzed highly efficient protocol for the synthesis of bis-deuterated β-borylated α,β-styrene derivatives, which can be further transformed to practical isotopically labeled compounds, has been developed. Alkynyl carboxylic acids are employed as alkyne synthons yet demonstrate a sharp discrepancy in reactivity and selectivity compared to terminal alkynes. Meanwhile, this reaction offers a novel and efficient strategy for highly selective trifunctionalization of the carbon-carbon triple bond at ambient temperature.
Institute of Next Generation Matter Transformation, College of Chemical Engineering at Huaqiao University, 668 Jimei Blvd, Xiamen, Fujian 361021, P. R. China. qsong@hqu.edu.cn.
Qiang
Q
Feng
Kai
K
Yang
Qiuling
Q
Song
D000480:Alkynes / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D020058:Styrene / Q000138:chemical synthesis* / Q000737:chemistry; D013696:Temperature
D000480:Alkynes; D002264:Carboxylic Acids; D009942:Organometallic Compounds; D020058:Styrene; D003300:Copper