Synthesis
GENERAL METHODS: N-benzylidene-4-methylbenzenesulfonamide (0.20 mmol) was dissolved in xylene (4.0 mL) with catalyst 2f (0.024 mmol) at room temperature and stirred for 5 min at room temperature. Subsequently, the reaction system was cooled to -40 °C, m-chloroperoxybenzoic acid (m-CPBA, 85% purity, 0.24 mmol) was added slowly and stirring was continued at this temperature, and the reaction time was referenced to Table 4.After completion of the reaction, the crude product was purified by rapid chromatography on silica gel with an eluent ratio of petroleum ether/ethyl acetate (7:1), and the final target product 3-phenyl-2- Toluenesulfonyl-1,2-oxazepane (3a-o).
References
[1] Tetrahedron, 2016, vol. 72, # 4, p. 512 - 517
[2] Chemical Communications, 2010, vol. 46, # 6, p. 922 - 924
[3] Patent: EP2009006, 2008, A1. Location in patent: Page/Page column 93-94
[4] Journal of Organic Chemistry, 2011, vol. 76, # 12, p. 4894 - 4904
[5] Chemistry - An Asian Journal, 2013, vol. 8, # 5, p. 883 - 887