Study on the scope of tert??amino effect: new extensions of type 2 reactions to bridged biaryls

P Bottino, P Dunkel, M Schlich…

Index: Bottino, Paola; Dunkel, Petra; Schlich, Michele; Galavotti, Lorenzo; Deme, Ruth; Regdon Jr., Geza; Benyei, Attila; Pintye-Hodi, Klara; Ronsisvalle, Giuseppe; Matyus, Peter Journal of Physical Organic Chemistry, 2012 , vol. 25, # 11 p. 1033 - 1041

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Citation Number: 4

Abstract

Abstract Thermal isomerization of aminomethyl-or oxygen-bridged biphenyl systems possessing dicyanovinyl and sec-amino groups in ortho-and ortho′-positions was investigated. Both systems underwent cyclization via tert-amino effect. Thus, 2-(2-{[2-(sec- amino) benzyl]-N-methylamino} benzylidene) malononitriles gave tetrahydroquinolines, whereas a 2-[2-(sec-amino) phenoxy] benzylidenemalononitrile isomerized to ...

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