108980-49-0Relevant articles and documents
Rh-Catalyzed aldehydic C-H alkynylation and annulation
Ramakrishna, Boddu S.,Rao, Maddali L. N.
, p. 1402 - 1411 (2020/03/03)
Novel Rh-catalyzed aldehydic C-H bond alkynylation and annulation for the in situ synthesis of chromones and aurones are described. It involves the sequential aldehyde C-H bond alkynylation of salicylaldehyde with in situ generated 1-bromoalkyne from 1,1-
An efficient tandem synthesis of chromones from: O -bromoaryl ynones and benzaldehyde oxime
Zhang, Jing-Wen,Yang, Wan-Wan,Chen, Lu-Lu,Chen, Pei,Wang, Yan-Bo,Chen, Dan-Yun
, p. 7461 - 7467 (2019/08/20)
An effective transition-metal-free strategy was developed for the preparation of chromones from o-bromoaryl ynones and benzaldehyde oxime through sequential C-O bond formation. This cyclization reaction could well tolerate a wide range of functional groups, and the corresponding chromones were given in moderate to excellent yields. Mechanistically, benzaldehyde oxime as a hydroxide source and 1,3-diketone derivatives as reaction intermediates were involved in this transformation.
Steroid Sulfatase Inhibitors Based on Phosphate and Thiophosphate Flavone Analogs
Kozak, Witold,Dako, Mateusz,Maslyk, Maciej,Kubiski, Konrad,Rachon, Janusz,Demkowicz, Sebastian
, p. 450 - 462 (2016/01/28)
Preclinical Research A series of phosphate and thiophosphate flavone derivatives were synthesized and biologically evaluated in vitro for inhibition of steroid sulfatase (STS) activity. The described synthesis includes the straightforward preparation of 7-hydroxy-2-phenyl-4H-chromen-4-one 3a, 2-(4-fluorophenyl)-7-hydroxy-4H-chromen-4-one 3b, 7-hydroxy-2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one 3c, 7-hydroxy-2-(p-tolyl)-4H-chromen-4-one 3d modified with different phosphate or thiophosphate moieties. The inhibitory properties of the synthesized compounds were tested against human placenta STS. Some of the novel STS inhibitors had good activities against STS. In particular, the bis-(4-oxo-2-(p-tolyl)-4H-chromen-7-yl) hydrogenthiophosphate, 6i had the most potent inhibitory effect with an IC50 value of 3.25 μM as compared to an IC50 value of 8.50 μM for the 2-(4-trifluoromethylphenyl)-chromen-4-one-7-O-sulfamate used as a reference. Drug Dev Res 76: 450-462, 2015.