CAN-Mediated Oxidations for the Synthesis of Xanthones and Related Products

Reaction of (2,4,5-trimethoxyphenyl)(2-hydroxyphenyl)methanone with ceric ammonium nitrate furnished the xanthone, 2,3-dimethoxy-9H-xanthen-9-one. Under the same conditions the related (1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl)methanone resulted in the formation of 12a-methoxy-5H-benzo[c]xanthe...

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Veröffentlicht in:Journal of organic chemistry 2010-12, Vol.75 (24), p.8701-8704
Hauptverfasser: Johnson, Myron M, Naidoo, Jeremy M, Fernandes, Manuel A, Mmutlane, Edwin M, van Otterlo, Willem A. L, de Koning, Charles B
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container_end_page 8704
container_issue 24
container_start_page 8701
container_title Journal of organic chemistry
container_volume 75
creator Johnson, Myron M
Naidoo, Jeremy M
Fernandes, Manuel A
Mmutlane, Edwin M
van Otterlo, Willem A. L
de Koning, Charles B
description Reaction of (2,4,5-trimethoxyphenyl)(2-hydroxyphenyl)methanone with ceric ammonium nitrate furnished the xanthone, 2,3-dimethoxy-9H-xanthen-9-one. Under the same conditions the related (1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl)methanone resulted in the formation of 12a-methoxy-5H-benzo[c]xanthenes 5,7(12aH)-dione. Other examples of this novel transformation are also outlined.
doi_str_mv 10.1021/jo101873v
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subjects Cerium - chemistry
Chemistry
Condensed benzenic and aromatic compounds
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Magnetic Resonance Spectroscopy
Molecular Structure
Naphthalenes - chemical synthesis
Naphthalenes - chemistry
Organic chemistry
Oxidation-Reduction
Preparations and properties
Xanthones - chemical synthesis
Xanthones - chemistry
title CAN-Mediated Oxidations for the Synthesis of Xanthones and Related Products
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