The reaction of 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithia diphosphetane-2,4-disulfide (LR) with coumarin oxime and hydrazone derivatives. Synthesis of benzopyrano (3,2-d)Delta(5)-2,1,3-oxaza- and 1,2,3-diazaphospholines

摘要

2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (Lawesson's reagent, LR, 1) reacted with coumarin oxime (2) and its 6-methyl derivative (3) to give compounds 6 and 7, respectively. Oxidation of 6 and 7 with KMnO4 afforded the corresponding oxo-derivatives, 8 and 9. Benzopyrano(3,2-d)-Delta(5)- 1,2,3-diazaphospholine-3-sulfide derivatives (14 and 15) were obtained through the reaction of LR with coumarin hydrazones (10 and 11), respectively. Mannich reaction using morpholine and/or benzylamine on compounds 14 and 15 afforded the Mannich bases 16-19. Alkylation of 14 and 15 with ethyl iodide produced compounds 20 and 21. [References: 23]