N-(Diphenylmethy1en)aminomethanol (2) wird iiber seine Lithiumverbindung 4 mit aliphatischen Saurechloriden, a-Halogenethern oder Chlortrimethylsilan in die Substitutionsprodukte 5,lO und 1 1 iibergefiihrt. Mit Nucleophilen wie Natriummethanolat, 2-Methyl-indandion-(1,3)-natrium oder Natriumcyanid reagiert das Acetoxyderivat 5a vermutlich iiber intermediar gebildetes 1,l-Diphenyl-2-azaalleniumkation unter N-0-, C-C-bzw. N-C-Verkniipfung zu 7, 8 bzw. 9.
Reaction Products of N-(Diphenylmethylene)aminomethanolThe lithium compound 4 of N-(diphenylmethy1ene)aminomethanol (2) has been converted with aliphatic acid chlorides, a-haloethers and chloro(trimethy1)silane into the substitution products 5,lO and 11. With nucleophiles such as sodium methanolate, 2-methyl-l,3-indanedione-sodium or sodium cyanide the acetoxy derivative 5a reacts presumably via a 1 ,l-diphenyl-2-azaalIenium cation to yield 7, 8 or 9 with newly formed N-0, C-C and N-C bonds.
271 C4HgOS2 (136,2) Ber. : C 35,28 H5,92 S47,07 Gef.: C 35,12 H5,93 S46,70 Analog wurden die in Tab. 1 aufgefuhrten Verbindungen 5b, 5c und 5d gewonnen.(Phenylmercapto-methyl)-acetyl-sulfid (5c)
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