Chlorosulfonyl Isocyanate Reactions with N-(Alkoxycarbonyl)-2-azabicyclo[2.2.0]hex-5-enes. Regiospecific Two-Atom Insertion Pathways

Autor:	Walden S. Lester, Yuhong Fang, Guoliang Lin, Grant R. Krow, Patrick J. Carroll
Rok vydání:	2003
Předmět:	Chlorosulfonyl isocyanate Bicyclic molecule Stereochemistry Chemistry Organic Chemistry Atom (order theory) General Medicine Cleavage (embryo) Ring (chemistry) Chemical synthesis Isocyanate Medicinal chemistry Sulfone chemistry.chemical_compound Nitrogen atom Electrophile Lactam
Zdroj:	ChemInform. 34
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200326171
Popis:	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.
Databáze:	OpenAIRE
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