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Structure elucidation of compounds in the benzisoxazole series (1-6) and naphtho[1,2-d][1,3] (7-10) and phenanthro[9,10-d][1,3]oxazole (11-14) series was accomplished using extensive 2D NMR spectroscopic studies including H-1-H-1 COSY, long-range H-1-H-1 COSY,H-1-C-13 COSY, gHMQC, gHMBC and gHMQC-TOCSY experiments. The distinction between oxazole and isoxazole rings was made on the basis of the magnitude of heteronuclear one-bond (1)J(C2,H2) (or (1)J(C3,H3)) coupling constants. Complete analysis of the H-1 NMR spectra of 11-14 was achieved by iterative calculations. Gradient selected gHMQC-TOCSY spectra of phenanthro[9,10-d][1,3]oxazoles 11-14 were obtained at different mixing times (12,24,36,48 and 80 ms) to identify the spin system where the protons of phenanthrene ring at H-5, H-6 and at H-9 and H-7 and H-8 were highly overlapping. Copyright (C) 2003 John Wiley Sons, Ltd.
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Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics