CAN-mediated oxidations for the synthesis of xanthones and related products

MM Johnson, JM Naidoo, MA Fernandes…

Index: Johnson, Myron M.; Naidoo, Jeremy M.; Fernandes, Manuel A.; Mmutlane, Edwin M.; Van Otterlo, Willem A. L.; De Koning, Charles B. Journal of Organic Chemistry, 2010 , vol. 75, # 24 p. 8701 - 8704

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Citation Number: 22

Abstract

Reaction of (2, 4, 5-trimethoxyphenyl)(2-hydroxyphenyl) methanone with ceric ammonium nitrate furnished the xanthone, 2, 3-dimethoxy-9 H-xanthen-9-one. Under the same conditions the related (1, 4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl) methanone resulted in the formation of 12a-methoxy-5 H-benzo [c] xanthenes 5, 7 (12a H)-dione. Other examples of this novel transformation are also outlined.