1, 3??Dipole mit zentralem S??Atom aus der Umsetzung von Aziden mit Thiocarbonyl??Verbindungen: Eine unerwartete MeS??Wanderung im Abfangprodukt eines ' …

…, J Romański, A Linden, H Heimgartner

Index: Mloston, Grzegorz; Romanski, Jaroslaw; Linden, Anthony; Heimgartner, Heinz Helvetica Chimica Acta, 1995 , vol. 78, # 6 p. 1499 - 1510

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Citation Number: 14

Abstract

Reaction of PhN, with O-methyl thiobenzoate (Ila) and thioacetate (llc) as well as with the dithio esters llb, d at 80” yields the corresponding imidates and thioimidates 12 (Scheme 3). The formation of 12 is rationalized by a 1, 3-dipolar cycloaddition of the azide and the C= S group followed by successive elimination of N, and S. In the three-component reaction of llb, PhN3, and the sterically crowded thioketone la, 1, 2, 4-trithiolane 13a and 1, 4, 2- ...