Synthesis of biologically active phosphorus heterocycles via cyclization reactions of Lawesson's reagent

✍ Scribed by Liang-Nian He; Ren-Xi Zhou; Ru-Yu Chen; Kai Li; You-Jie Zhang

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 182 KB
• Volume: 10
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/(sici)1098-1071(1999)10:2<105::aid-hc3>3.0.co;2-v

✦ Synopsis

LR)

reacted with certain bifunctional compounds, such as glycinamides 1, 1-glyceryl monoesters 4, and 3-mercapto-4-amino-5-substituted-1,2,4-triazoles 6, to yield five-membered phosphorus heterocycles 3,5, and 7, respectively. The cycloaddition reaction of LR with 1,3-butadiene 8 was investigated to form the sixmembered heterocycle 9. The results of preliminary bioassays showed that these heterocycles obtained via cyclization reactions of LR possess significant selective herbicidal activity. The QSAR of 3 was also made. In conclusion, the cyclization reactions of LR with bifunctional substrates and 1,3-dienes afford novel routes to the syntheses of biologically active phosphorus heterocycles.