57822-60-3Relevant academic research and scientific papers
α,β-UNSATURATED THIO COMPOUNDS XXII. REGIOSELECTIVE NUCLEOPHILIC ADDITION TO 3-ALKOXY- AND 3-ALKYLTHIO-2-ARYL-1-INDENEIMINIUM SALTS AS A METHOD FOR THE SYNTHESIS OF 1,1,3-TRISHETEROFUNCTIONAL DERIVATIVES OF INDENE
Usov, V. A.,Dorofeev, I. A.,Usova, T. L.,Timokhina, L. V.,Voronkov, M. G.
, p. 303 - 308 (2007/10/02)
A method was developed for the synthesis of 1,1,3-trisheterofunctional derivatives of indene on the basis of the reaction of N,N-disubstituted 3-alkoxy- and 3-alkylthio-2-aryl-1-indeneiminium salts with charged nucleophiles (RO-, CN-, RS-).The regioselectivity of attack by the hard anions on the C1 atom and of soft anions on the C3 atom in the 3=C2-C1=Y>+ group and also the change in the direction of attack in the transition to covalent nucleophiles 3 atom, "soft" (H2S) with attack at the C1 atom> are discussed in terms of the concept of hard and soft acids and bases.
