Photochemical synthesis of phenanthridines: exploring fluoro and protected catechol substitution

AM Linsenmeier, CM Williams…

Index: Linsenmeier, Anna M.; Williams, Craig M.; Braese, Stefan Journal of Organic Chemistry, 2011 , vol. 76, # 21 p. 9127 - 9132

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Citation Number: 5

Abstract

Abstract Substituted phenanthridines, such as the natural product trispheridine, have been accessed by the practical photochemical cyclization of N-benzylanilines. Functionalities, with a focus on fluoro substituents and protected catechols, are well tolerated on both the A and C rings. The phenanthridines were accessed in good to very good yields (up to 95%) from iodinated substrates, whereas brominated substrates performed poorly in ...

~53%

~83%

~97%

~90%

~61%

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