1-Azido-4-methylbenzene → 9-(p-Tolyl)-9-azabicyclo[6.1.0]nonane

Beteiligte Stoffe

Reaktionsschritte

p-Tolyl azide (0.192 g, 1.44 mmol) and cis-cyclooctene (4.230 g, 38.4 mmol), and [(Me,EtTCPh)Fe(NCCH3)2](PF6)2 (0.0020 g, 0.0014 mmol) were used in the General S4 Catalytic Reaction described above yielding 0.302 g, 97.1%. 1H NMR (CDCl3, 499.74 MHz): δ 7.02 (d, J=8.5 Hz, 2H), 6.88 (d, J=8.0 Hz, 2H), 2.32 (dd, J1=13.5 Hz, J2=2.5 Hz, 2H), 2.28 (s, 3H), 2.05 (d, J=9.5 Hz, 2H), 1.65 (m, 4H), 1.50 (m, 6H). 13C NMR (CDCl3, 125.66 MHz): δ 153.08, 131.14, 129.41, 120.15, 43.73, 27.36, 27.20, 26.59, 20.77. GC/MS (m/z): 215.1. DART HR MS (m/z): [M+H]+216.1748 (found). C15H22N, 216.1752 (calcd).

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