Synthesis of isoflavones by room-temperature nickel-catalyzed cross-couplings of 3-iodo(bromo)chromones with arylzincs.
A new concise, facile method for synthesis of isoflavones was accomplished in moderate to good yields for 3-iodochromones or 3-bromochromones and arylzinc bromides via Negishi cross-coupling reaction catalyzed by NiCl(2)/PPh(3) or NiCl(2)(PPh(3))(2) at room temperature. The Isoflavone core was synthesized in four steps in good yield, starting from commercially available 2-hydroxyacetophenone and aromatic bromide. Three steps of the procedure were carried out at room temperature.
Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, National Engineering Laboratory for Resource Development of Endangered Crude Drugs in Northwest of China, and School of Chemistry & Chemical Engineering, Shaanxi Normal University, Xi'an , 710062, People's Republic of China, zhangzunting@sina.com.
Zunting
Z
Zhang
Jinfeng
J
Qiao
Ding
D
Wang
Ling
L
Han
Ru
R
Ding
D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D002867:Chromones / Q000737:chemistry*; D007529:Isoflavones / Q000138:chemical synthesis*; D009532:Nickel / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D013696:Temperature; D015032:Zinc / Q000737:chemistry*
D002867:Chromones; D007529:Isoflavones; D009942:Organometallic Compounds; D009532:Nickel; D015032:Zinc