Novel exocyclic enamides: synthesis and evaluation of the fungicidal activities of 5-methylene-2-(trifluoromethyl)morpholin-3-one derivatives?
RSC Advances Pub Date: 2015-11-17 DOI: 10.1039/C5RA20138A
Abstract
Exocyclic enamides have been used extensively in the synthesis of natural products and biologically active substances. A facile and efficient protocol has been developed for the synthesis of a series of new 5-methylenemorpholin-3-one derivatives, which are exocyclic enamides, based on the reactions of trifluoroatrolactamides with propargyl bromide in the presence of sodium hydride. The biological evaluation of these compounds showed that some of them exhibited very good in vitro fungicidal activity against P. oryzae. For example, compounds 2d and 2e gave fungicidal activities of 50% at a concentration of 0.9 μg mL?1, whilst the control compound fenaminstrobin gave 80% activity at the same concentration.
Recommended Literature
- [1] An integrated microfluidic platform for sensitive and rapid detection of biological toxins? Robert J. Meagher,Anson V. Hatch,Ronald F. Renzi,Anup K. SinghLab Chip, 2008,8, 2046-2053 10.1039/B815152K
- [2] An ion-gating multinanochannel system based on a copper-responsive self-cleaving DNAzyme? Yang Chen,Di Zhou,Zheyi Meng,Jin ZhaiChem. Commun., 2016,52, 10020-10023 10.1039/C6CC03943J
- [3] An integrated cathode and solid electrolyte via in situ polymerization with significantly reduced interface resistance? Jialiang Yuan,Ran Dong,Yuan Li,Yang Liu,Zhuo Zheng,Yuxia Liu,Yan Sun,Benhe Zhong,Zhenguo Wu,Xiaodong GuoChem. Commun., 2021,57, 13004-13007 10.1039/D1CC04485K
- [4] An algal process treatment combined with the Fenton reaction for high concentrations of amoxicillin and cefradine Haitao Li,Yu Pan,Zhizhi Wang,Shan Chen,Ruixin Guo,Jianqiu ChenRSC Adv., 2015,5, 100775-100782 10.1039/C5RA21508K
- [5] An air-stable organometallic polymer containing titanafluorene moieties obtained by the Sonogashira–Hagihara cross-coupling polycondensation? Alvin Tanudjaja,Shinsuke Inagi,Fusao Kitamura,Toshikazu Takata,Ikuyoshi TomitaDalton Trans., 2021,50, 3037-3043 10.1039/D0DT03663C
- [6] Alternative mixtures to R-600a. Theoretical assessment and experimental energy evaluation of binary mixtures in a commercial cooler: Mélanges alternatifs au R-600a. évaluation théorique et évaluation énergétique expérimentale de mélanges binaires dans un refroidisseur commercial. DanielCalleja-Anta,DanielSánchez,LauraNebot-Andres,RamónCabello,RodrigoLlopis 10.1016/j.ijrefrig.2023.05.009
- [7] Acetyl protected thiol methacrylic polymers as effective ligands to keep quantum dots in luminescent standby mode? Marta Liras,Isabel Quijada-Garrido,Marta Palacios-Cuesta,Sonia Mu?oz-Durieux,Olga GarcíaPolym. Chem., 2014,5, 433-442 10.1039/C3PY00987D
- [8] An investigation on the second-order nonlinear optical response of cationic bipyridine or phenanthroline iridium(iii) complexes bearing cyclometallated 2-phenylpyridines with a triphenylamine substituent? David B. Cordes,Alexandra M. Z. Slawin,Stefania Righetto,Denis Jacquemin,Eli Zysman-Colman,Véronique GuerchaisDalton Trans., 2018,47, 8292-8300 10.1039/C8DT00754C
- [9] An intramolecular tryptophan-condensation approach for peptide stapling? Eunice Y.-L. Hui,Bhimsen Rout,Yaw Sing Tan,Kok-Ping Chan,Charles W. JohannesOrg. Biomol. Chem., 2018,16, 389-392 10.1039/C7OB02667F
- [10] An asymmetric supercapacitor based on controllable WO3 nanorod bundle and alfalfa-derived porous carbon? Kanjun Sun,Fengting Hua,Shuzhen Cui,Yanrong Zhu,Hui Peng,Guofu MaRSC Adv., 2021,11, 37631-37642 10.1039/D1RA04788D
Journal Name:RSC Advances
research_products
-
CAS no.: 89640-58-4