Tetrakis(acetonitrile)copper(I) Perchlorate

Parish, Edward J.; Qin, Haoyu; Lipshutz, Bruce H.; Lee, Ching-Tien

doi:10.1002/047084289x.rt039.pub2

Cited by 2 publications

(2 citation statements)

References 28 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…We first investigated and optimized its reagents and conditions. The results in Table 1 show that Cu[(CH 3 CN) 4 ClO 4 ] [18] and rhodium acetate (Rh 2 (OAc) 4 ) catalyze the reaction to form 1-oxa-4-azaspiro[4.5]deca-6,9-diene-3,8-dione ( 10a ) with PhI(OAc) 2 as an oxidant with yields of 72% and 75%, respectively (Entry 1 and 2), but manganese acetate (Mn(OAc) 2 ), ferrous chloride (FeCl 2 ), and zinc chloride (ZnCl 2 ) failed to catalyze the reactions (Entry 3, 4, and 5). Considering that the metal copper catalyst is more economical and more environmentally friendly, Cu[(CH 3 CN) 4 ClO 4 ] was chosen as the reaction catalyst.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Antitumor Activity of a Series of Novel 1-Oxa-4-azaspiro[4,5]deca-6,9-diene-3,8-dione Derivatives

et al. 2019

View full text Add to dashboard Cite

A series of novel 1-oxa-4-azaspiro[4.5]deca-6,9-diene-3,8-diones were designed and synthesized by using 4-aminophenol and α-glycolic acid or lactic acid as starting materials in three or four steps. The key step is the metal-catalyzed oxidative cyclization of the amide to 1-oxa-4-azaspiro[4.5]deca-6,9-diene-3,8-diones (10a and 10b), the reaction conditions of which are investigated and optimized. The anticancer activity of 17 1-oxa-4-azaspiro[4.5]deca-6,9-diene-3,8-dione derivatives was evaluated. Preliminary results showed that 15 compounds have moderate to potent activity against human lung cancer A549, human breast cancer MDA-MB-231, and human cervical cancer HeLa cancer cell lines. Among them, compounds 11b and 11h were the most potent against A549 cell line with 0.18 and 0.19 µM of IC50, respectively; compounds 11d, 11h, and 11k showed the most potent cytotoxicity against MDA-MB-231 cell line with 0.08, 0.08, and 0.09 µM of IC50, respectively, while the activities of 11h, 11k, and 12c against HeLa cell line were the most potent with 0.15, 0.14, and 0.14 µM of IC50, respectively. Compound 11h is a promising candidate for further development, which emerged as the most effective compound overall against the three tested cancer cell lines.

show abstract

Section: Resultsmentioning

confidence: 99%

Synthesis and Antitumor Activity of a Series of Novel 1-Oxa-4-azaspiro[4,5]deca-6,9-diene-3,8-dione Derivatives

et al. 2019

View full text Add to dashboard Cite

show abstract

“…This was synthesized using a literature procedure. 72,73 Cu 2 O (298.6 mg) was suspended in acetonitrile (9 ml) and 70 wt% perchloric acid solution (0.34 ml) added to the suspension. The mixture was stirred at r.t (2 h), during which the black solids dissolved and gave a white precipitate.…”

Section: Methodsmentioning

confidence: 99%