933852-18-7Relevant academic research and scientific papers
Microwave heated flow synthesis of spiro-oxindole dihydroquinazolinone based IRAP inhibitors
Engen, Karin,S?vmarker, Jonas,Rosenstr?m, Ulrika,Wannberg, Johan,Lundb?ck, Thomas,Jenmalm-Jensen, Annika,Larhed, Mats
, p. 1582 - 1588 (2014)
A fast and convenient synthetic route towards spiro-oxindole dihydroquinazolinones as novel and drug-like insulin-regulated aminopeptidase (IRAP) inhibitors is reported. The synthesis is performed using a MW heated continuous flow system employing 200 mm × 3 mm i MW absorbing silicon carbide (SiC) or MW transparent borosilicate tubular reactors. A three-component MW-flow reaction to build up the spiro compounds (9 examples, 40-87% yield), using the SiC reactor, as well as a Suzuki-Miyaura cross-coupling reaction (71%), employing the borosilicate reactor, are presented with residence times down to 168 s. The continuous MW-flow routes provide a smooth and scalable synthetic methodology towards this class of IRAP inhibitors.
V-N-C catalysts anchored to mesoporous Al-SBA-15 with tailorable pore sizes for the synthesis of spirooxindole dihydroquinazolinones derivatives
Safaei-Ghomi, Javad,Teymuri, Raheleh
, (2019/08/21)
Heterogeneous nanoscale catalyst was successfully synthesized via anchoring of V-bis(2-aminobenzamide) complex on the Al-SBA-15. This modified mesoporous was identified by several characterization techniques, such as X-ray diffraction, field emission-scanning electron microscopy, Fourier transform-infrared, Brunauer–Emmett–Teller and transmission electron microscopy. V-Bis(2-aminobenzamide)@Al-SBA-15 was found to be an efficient heterogeneous catalyst for the rapid and desirable synthesis of various spirooxindole dihydroquinazolinones derivatives. In addition, the heterogeneous nanocatalyst was chemically stabilized in organic and aqueous solutions as well as can be expeditiously reused for at least seven cycles without a significant loss in catalytic activity.
Design, synthesis and docking studies of some spiro-oxindole dihydroquinazolinones as antibacterial agents
Zhang, Jin,Zhao, Jiawen,Wang, Liangpeng,Liu, Jia,Ren, Decheng,Ma, Yangmin
, p. 936 - 943 (2016/01/29)
Two series of spiro-oxindole dihydroquinazolinone derivatives have been designed and synthesized using a catalytic amount of nano cerium oxide with excellent product yields by a convenient one-pot process. The synthesized compounds were evaluated for thei
An efficient and convenient protocol for the synthesis of novel 1′H-spiro[isoindoline-1,2′-quinazoline]-3,4′(3′H)-dione derivatives
Dabiri,Mohammadi, Ali A.,Qaraat, Hassan
experimental part, p. 401 - 404 (2010/05/01)
An efficient and direct procedure for the synthesis of novel spiro[isoindoline-1,2′-quinazoline]-3,4′(3′H)-dione derivatives is described. The process employs a condensation reaction of 2-aminobenzamides and isatins in the presence of a catalytic amount o
A regioselective three-component reaction for synthesis of novel 1′H-spiro[isoindoline-1,2′-quinazoline]-3,4′(3′H)-dione derivatives
Mohammadi, Ali A.,Dabiri,Qaraat
experimental part, p. 3804 - 3808 (2009/09/05)
A ring opening and regioselective three-component reaction of isatoic anhydride, isatins, and aromatic or aliphatic primary amines in the presence of catalytic amount of KAl(SO4)2·12H2O (alum) to yield a novel series of 1′H-spiro[isoindoline-1,2′-quinazoline]-3,4′(3′H)-dione is described.
