The Journal of Organic Chemistry

Synthesis and decomposition of two cyclic (four-ring) azo compounds (. DELTA. 1-1, 2-diazetines)

DJ Hogenkamp, FD Greene

Index: Hogenkamp, Derk J.; Greene, Frederick D. Journal of Organic Chemistry, 1993 , vol. 58, # 20 p. 5393 - 5399

Full Text: HTML

Citation Number: 6

Abstract

The A1-l, 2-diazetines 1 and 2 have been synthesized in three steps from N- methyltriazoliiedione (MeTAD) and the olefins (adamantylideneadamantane, Ad-Ad, for 1; 7- norbornylidene-7-norbomane for 2). Diazetidme 3 (from Ad-Ad+ MeTAD) undergoes ring expansion to a pyrazolidine derivative, 5 (subsequently converted to a novel pyrazoline, cyclic (five-ring) azo compound 6). The structurallyrelated N-methylaminocarbonyl ...