Synthesis of Phosphonodithioate, Oxathiaphosphinin, Oxathiaphosphole, and Dithiaphosphole Derivatives from the Reaction of Lawesson's Reagent with Phenolic Mannich Bases and Oxime Derivatives
作者:Soher S. Maigali、Fouad M. Soliman、Rashad Shabana、Marwa El-Hussieny
DOI:10.1080/10426500802487607
日期:2009.9.18
The reaction of Lawesson'sreagent 1a, with niclosamide 2 proceeded by thionation and formation of carbothioamide 3 and the zwitterionic oxathiaphosphinin 4a. LR reacted with 8-hydroxyquinoline (5), 2-methylquinoline-4-ol (7), and β-naphthol (9) to give the phosphonodithioates 6, 8, or 10. The reaction of LR with the Mannich bases 11 and 14 afforded the oxathiaphosphinins 13 and 15, whereas the phosphonodithioates
copper-catalyzed oxidative amination reaction of various arylboronicacids with aminals under mild conditions has been developed. The key copper-amide species involved in the C–N bond-forming process was generated via C–N bond cleavage of aminal under base-free conditions. Moderate yields of desired amination products can be obtained under mild conditions when air was served as oxidant and PhCO2H was used
Beim Bestrahlen von Dialkylaminomethyl‐phthalimiden in Aceton treten Ringschlüsse zu kondensierten Perhydro‐oxadiazinen und kondensierten Imidazolidinen ein.