摘要
通过反式－２－氯－２－氧－４－苯基－５，５－二甲基－１，３，２－二氧磷杂环己烷（Ⅱ）和α－氰基－芳基甲醛肟（Ⅰａ—Ⅰｆ）在相转移催化条件下反应， 制得新型的１，３，２－二氧磷杂环磷酸肟酯（Ⅲａ＿ Ⅲｆ）， 产物中的非对映异构体经１Ｈ ＮＭＲ、３１ＰＮＭＲ和单晶Ｘ射线衍射确证． 但化合物Ⅱ与芳基甲醛肟反应， 得到芳基甲腈和环磷酸， 这可能是生成不稳定的环磷酸醛肟酯（Ⅳ）经Ｂｅｃｋｍ ａｎｎ 裂解所致．生物活性测试表明， 化合物ｃｉｓ－Ⅲｄ
The reaction of trans 2 chloro 2 oxo 4 phenyl 5,5 dimethyl 1,3,2 dioxaphosphorinane(Ⅱ) with arylglyoxylonitrile oximes in the presence of PTC resulted in diastereomers of novel cyclic phosphate of arylglyoxylonitrile oxime(Ⅲ). The configuration and ratio of cis/trans diastereomers of Ⅲ were confined by 1H NMR, 31 P NMR and X ray diffraction analysis. The reaction of arylaldoxime with trans Ⅱ yielded an unstable arylaldoxime cyclic phosphate which was decomposed through Beckmann fragmentation to give nitrile and cyclic phosphate acid. The bioassay indicated that compound cis Ⅲd showed a high antiviral activity against TMV.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
1999年第10期1574-1577,共4页
Chemical Journal of Chinese Universities
基金
天津市自然科学基金
元素有机化学国家重点实验室基金
关键词
肟衍生物
二氧磷杂
环磷酸肟酯
生物活性
Dioxaphosphorinane,\} Arylglyoxylonitrile oximes, Diastereomers, Antiphytoviral activity
