93497-28-0Relevant academic research and scientific papers
Ring Enlargement of Six- to Nine-Membered Heterocycles: Reaction of 3-(Dimethylamino)-2,2-dimethyl-2H-azirine with 3,4-Dihydro-2H-1,2,4-benzothiadiazin-3-one 1,1-Dioxides
Schlaepfer-Daehler, Marlise,Heimgartner, Heinz
, p. 2398 - 2406 (2007/10/02)
Reaction of 3-(dimethylamino)-2,2-dimethyl-2H-azirine (1) and N-substituted 3,4-dihydro-2H-1,2,4-benzothiadiazin-3-one 1,1-dioxides (4) in CHCl3 yields 3-(dimethylamino)-4,5,6,7-tetrahydro-1,2,5,7-benzothiatriazonin-6-one 1,1-dioxides 5, a novel nine-memb
SYNTHESIS AND STRUCTURE OF A 1,2,5,7-BENZOTHIATRIAZONINE
Schlaepfer-Daehler, Marlise,Prewo, Roland,Bieri, Jost H.,Heimgartner, Heinz
, p. 1667 - 1672 (2007/10/02)
3-Dimethylamino-2,2-dimethyl-2H-azirine (1) and 4-phenyl-3,4-dihydro-2H-1,2,4-benzothiadiazin-3-on-1,1-dioxide (6) react already below room temperature to give a nine-membered heterocyclic product, namely 3-dimethylamino-4,4-dimethyl-7-phenyl-4,5,6,7-tetrahydro-1,2,5,7-benzothiatriazonin-6-on-1,1-dioxide (7, Scheme 2) in a quantitative yield.The structure of this new heterocycle has been confirmed by X-ray crystallographic analysis (Fig. 1 and 2).In Scheme 2 a reaction mechanism for the formation of 7 is discussed, the zwitterion b being the key intermediate.
