P(i-BuNCH2CH2)3N: an efficient promoter for the microwave synthesis of diaryl ethers
作者:Steven M. Raders、John G. Verkade
DOI:10.1016/j.tetlet.2008.03.089
日期:2008.5
of aryl fluorides with aryl TBDMS ethers under microwave conditions gave moderate to high yields of the desired products at low catalyst loadings and in short times. In this methodology, electron deficient aryl fluorides possessing substituents, such as nitro, cyano, and ester, were coupled with sterically demanding aryl TBDMS ethers as well as with aryl TBDMS ethers bearing a variety of functionalities
P(<i>i</i>-BuNCH<sub>2</sub>CH<sub>2</sub>)<sub>3</sub>N: An Efficient Promoter for the Nucleophilic Aromatic Substitution Reaction of Aryl Fluorides with Aryl TBDMS (or TMS) Ethers
作者:Sameer Urgaonkar、John G. Verkade
DOI:10.1021/ol051108s
日期:2005.7.1
[reaction: see text]. The nucleophilic aromatic substitution reaction between electron-deficient aryl fluorides and aryl TBDMS (or TMS) ethers has been shown to be efficiently promoted by proazaphosphatranes such as P(i-BuNCH(2)CH(2))(3)N (3). Excellent yields of diaryl ether products were obtained under unusually mild conditions.
Synthesis of novel diaryl ethers and their evaluation as antimitotic agents
作者:Jin-Kyung In、Mi-Sung Lee、Jung-Eun Yang、Jae-Hwan Kwak、Heesoon Lee、Shanthaveerappa K. Boovanahalli、Kyeong Lee、Soo Jin Kim、Seung Kee Moon、Sungsook Lee、Nam Song Choi、Soon Kil Ahn、Jae-Kyung Jung
DOI:10.1016/j.bmcl.2006.12.048
日期:2007.3
A series of noveldiarylethers possessing various functional groups were synthesized and evaluated for antiproliferative activity in human myeloid leukemia HL-60 cells. Among the compounds examined, compounds 10, 17, 20, 24, and 33 showed moderate to potent antiproliferative activity. These derivatives were further examined in terms of their abilities to inhibit tubulin polymerization; however, all
Copper-catalyzed <i>O</i>-arylation of phenols with diazonium salts
作者:Xin Fang、Chengning Qi、Xiangqian Cao、Zhi-Gang Ren、David James Young、Hong-Xi Li
DOI:10.1039/d3gc02541a
日期:——
It is well known that diazonium salts (ArN2+) react with phenols (Ar′OH) to give aryl diazoethers or diazo compounds, but their cross-coupling to exclusively access diaryl ethers is challenging. Herein we disclose the Cu-catalyzed etherification of phenols with aryl diazonium salts at room temperature, yielding diaryl ethers in moderate to excellent yields. The advantages of this protocol are mild
Structure–Activity Relationship Studies of Tolfenpyrad Reveal Subnanomolar Inhibitors of<i>Haemonchus contortus</i>Development
作者:Thuy G. Le、Abhijit Kundu、Atanu Ghoshal、Nghi H. Nguyen、Sarah Preston、Yaqing Jiao、Banfeng Ruan、Lian Xue、Fei Huang、Jennifer Keiser、Andreas Hofmann、Bill C. H. Chang、Jose Garcia-Bustos、Timothy N. C. Wells、Michael J. Palmer、Abdul Jabbar、Robin B. Gasser、Jonathan B. Baell
DOI:10.1021/acs.jmedchem.8b01789
日期:2019.1.24
Recently, we have discovered that the registered pesticide, tolfenpyrad, unexpectedly and potently inhibits the development of the L4 larval stage of the parasitic nematode Haemonchus contortus with an IC50 value of 0.03 mu M while displaying good selectivity, with an IC50 of 37.9 mu M for cytotoxicity. As a promising molecular template for medicinal chemistry optimization, we undertook anthelmintic structure-activity relationships for this chemical. Modifications of the left-hand side (LHS), right-hand side (RHS), and middle section of the scaffold were explored to produce a set of 57 analogues. Analogues 25, 29, and 33 were shown to be the most potent compounds of the series, with IC50 values at a subnanomolar level of potency against the chemotherapeutically relevant fourth larval (L4) stage of H. contortus. Selected compounds from the series also showed promising activity against a panel of other different parasitic nematodes, such as hookworms and whipworms.