Kenneth K Laali

20180362433, Dec 20, 2018

Jun 18, 2018

16/010822

Kenneth K. Laali - Jacksonville FL, US

University of North Florida Board of Trustees - Jacksonville FL

C07C 49/255
C07F 5/02

Novel CUR- and CUR-BFcompounds exhibiting anti-tumor properties are presented. CUR compounds bearing fluorinated moieties with selective fluorine introduction into the α-carbonyl moiety as well as CUR-BFadducts and CURs with diverse substitution patterns in the phenyl rings including fluorinated substituents (SCF, OCF, and F) and/or bulky activating groups (OMe, OAc, and OBz) are presented. Fluorinated aryl-pyrazoles and isoxazoles as well as novel CUR and CUR-BFcompounds with monocyclic aromatic and bicyclic-heteroaromatic lateral rings, bearing fluorine(s), OCF3, CF3, and SCF3 groups, and their alpha-carbonyl-fluorinated analogs, as well as their pyrazole and isoxazole derivatives are presented. The CUR-pyrazoles embody analogs that are fluorinated at the phenyl-pyrazole moiety. The compounds and their derivatives exhibited exceptional cytotoxic and anti-proliferative activity against several cancer cell-lines. Deuterated CUR-BF2 and CUR compounds were also synthesized.

20160096852, Apr 7, 2016

Dec 11, 2015

14/966769

Kenneth K. Laali - Jacksonville FL, US

University of North Florida - Jacksonville FL

C07F 5/02
B01J 31/18
B01J 31/02
C07C 67/00
C07C 381/00

4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate salt was synthesized and isolated. The pentafluorosulfanyl salt was examined in a wide assortment of reactions to form novel SF-bearing alkenes, alkynes, and biaryl derivatives using Heck-Matsuda, Sonogashira, and Suzuki coupling protocols. Dediazoniation of the salt furnished the corresponding p-SF—CHX,CHOS(O)(CF)═NSOCF, and p-SF—CH—NTfderivatives. The azide derivative p-SF—CHNentered into click chemistry with phenylacetylenes to furnish the corresponding triazoles. Various SF-bearing alkenes were synthesized by coupling reactions using a metal catalyst. Fluorodediazoniation selectively furnished the fluoro derivative p-SF—CHF. Homolytic dediazoniation gave the unsymmetrical biaryls, thus demonstrating the broad utility of pentafluorosulfanyl diazonium salts as building blocks of SF5-aromatics that are in high demand in many branches of chemistry including biomedicine and materials chemistry.