68903-74-2Relevant articles and documents
One-pot two-step synthesis of 3-iodo-4-aryloxy coumarins and their Pd/C-catalyzed annulation to coumestans
Panda, Niranjan,Mattan, Irshad
, p. 7716 - 7725 (2018/03/01)
An efficient protocol for the synthesis of various coumestans from the intramolecular annulation of 3-iodo-4-aryloxy coumarins through C-H activation has been developed. When 3-iodo-4-aryloxy coumarins were treated with 10% Pd/C (0.3 mol% Pd) in the presence of sodium acetate, the corresponding coumestans were produced in good to excellent yield. Reusability of the palladium catalyst was investigated in up to three consecutive cycles and it was found that the yield of the reaction was almost unaltered. Sequential iodination and O-arylation of 4-hydroxy coumarins leading to the 3-iodo-4-aryloxy coumarins were also achieved in a one-pot two-step process starting from aryl iodides in high yield. Pivalic acid was revealed to be the most effective additive for the later method to produce 3-iodo-4-phenoxy coumarins. Different functional groups bearing electron-donating as well as withdrawing groups are also tolerant to the reaction conditions.
An efficient route to 4-aryloxycoumarins via one-pot reactions of 4-hydroxycoumarins with hypervalent iodine reagents
Gao, Wei,Xu, Linchu,Gong, Chun,Ding, Qiuping,Peng, Yiyuan
, p. 4020 - 4023 (2017/09/26)
Highly efficient reactions of 4-hydroxycoumarin with hypervalent iodine reagents under mild conditions are described, which give rise to 4-aryloxycoumarins in good to excellent yields.
Efficient synthesis of β-substituted α-haloenones by rhodium(II)-catalyzed and thermal reactions of iodonium ylides
Lee, Yong Rok,Jung, Yong Ug
, p. 1309 - 1313 (2007/10/03)
Rhodium(II)catalyzed and thermal reaction of iodonium ylides are described. Rhodium(II)-catalyzed reactions of iodonium ylides with benzyl halides and acid halides afforded α-chloro-α,β-enones and α-bromo-α,β-enones in good yields, whereas thermal reactions of iodonium ylides in a solvent such as benzene afforded α-iodo-α,β-enones in good yields.