## Abstract The oxoisoaporphines 2,3‐dihydro‐7__H__‐dibenzo[__de,h__]quinolin‐7‐one, 2,3‐dihydro‐5‐methoxy‐7__H__‐dibenzo [__de,h__] quinolin‐7‐one, 5‐methoxy‐6‐hydroxy‐2,3‐dihydro‐7__H__‐dibenzo[__de,h__]quinolin‐7‐one, 5,6‐dimethoxy‐2,3‐dihydro‐7__H__‐dibenzo[__de,h__]quinolin‐7‐one and 5,6‐methy
Oxazine- and oxazole-fused derivatives of the alkaloid boldine and their complete structural and spectral assignments by HMQC and HMBC experiments
✍ Scribed by Eduardo Sobarzo-Sánchez; Bruce K. Cassels; Claudio Saitz-Barría; Carolina Jullian
- Publisher
- John Wiley and Sons
- Year
- 2001
- Tongue
- English
- Weight
- 117 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0749-1581
- DOI
- 10.1002/mrc.852
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✦ Synopsis
Abstract
The novel heterocycles 1,11‐dimethoxy‐2‐hydroxy‐6‐methyloxazolo[4,5‐k]‐5,6,6a,7‐tetrahydro‐4__H__‐dibenzo [de,g]quinoline, 1,12‐dimethoxy‐2‐hydroxy‐6‐methyl‐9‐phenyl‐10__H__‐oxazin[5,6‐k]‐5,6,6a,7‐tetrahydro‐4__H__‐ dibenzo[de,g]quinolin‐10‐one and 1,11‐dimethoxy‐2‐hydroxy‐6‐methyl‐9‐phenyloxazolo[4,5‐k]‐5,6,6a,7‐tetrahydro‐4__H__‐dibenzo[de,g]quinoline were prepared starting from the alkaloid boldine. The structures were confirmed and the ^1^H and ^13^C NMR spectra were completely assigned using a combination of one‐ and two‐dimensional NMR techniques. Copyright © 2001 John Wiley & Sons, Ltd.
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The reaction of phenalenone with various sulphur-derived nucleophiles gave 1-hydroxy-Palkyl-or -arylthiophenalenes. The complexity of the aromatic 'H and I3C signals does not allow straightforward assignments. These were rendered possible by the use of two-dimensional 'H-detected heteronuclear one-b