title: Chlorosulfonyl isocyanate reactions with N-(alkoxycarbonyl)-2-azabicyclo[2.2.0]hex-5-enes. Regiospecific two-atom insertion pathways.
abstract: Addition of the uniparticulate electrophile chlorosulfonyl isocyanate to the nitrogen atom of N-(alkoxycarbonyl)-2-azabicyclo[2.2.0]hex-5-enes 1 is followed by ring cleavage and recombination. The parent 4-methyl, 5-methyl, 5-bromo, and 5-phenyl azabicycles 1a-f afforded novel 2,4-diaza-3-oxo-bicyclo[4.2.0]oct-7-enes 10a-f. The 3-endo-phenyl azabicycle 1g rearranged to a 6-styryl-1,3-diaza-2-oxo-cyclohex-4-ene 12.
authors.affiliation: Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA. grantkrow@aol.com
authors.forename: Grant R
authors.initials: GR
authors.lastname: Krow
authors.forename: Walden S
authors.initials: WS
authors.lastname: Lester
authors.forename: Guoliang
authors.initials: G
authors.lastname: Lin
authors.forename: Yuhong
authors.initials: Y
authors.lastname: Fang
authors.forename: Patrick J
authors.initials: PJ
authors.lastname: Carroll