Pd-catalyzed copper-free carbonylative Sonogashira reaction of aryl iodides with alkynes for the synthesis of alkynyl ketones and flavones by using water as a solvent.
The Pd-catalyzed copper-free carbonylative Sonogashira coupling reaction to synthesize alkynyl ketones from terminal alkynes and aryl iodides was achieved by using water as a solvent. The reaction was carried out at room temperature under balloon pressure of CO with Et(3)N as a base. The developed method was successfully applied to the synthesis of flavones.
Liang
Bo
B
Key Laboratory of Bioorganic Chemistry and Molecular Engineering, Ministry of Education, College of Chemistry, School of Pharmaceutical Science, ShenZhen Graduate School, Peking University, Beijing 100871, China.
Huang
Mengwei
M
You
Zejin
Z
Xiong
Zhengchang
Z
Lu
Kui
K
Fathi
Reza
R
Chen
Jiahua
J
Yang
Zhen
Z
D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D047309:Flavones / Q000138:chemical synthesis*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D014867:Water / Q000737:chemistry
D000480:Alkynes; D047309:Flavones; D006841:Hydrocarbons, Aromatic; D006847:Hydrocarbons, Iodinated; D007659:Ketones; D014867:Water; D010165:Palladium; D003300:Copper