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A novel CAN‐SiO~2~‐mediated one‐pot oxidation of 1‐keto‐1,2,3,4‐tetrahydrocarbazoles to carbazoloquinones: Efficient syntheses of murrayaquinone A and koeniginequinone A by Suchandra Chakraborty; Gautam Chattopadhyay; Chandan Saha is a Chemistry article available to read on EtoBox.

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## Abstract One‐pot oxidations of substituted 1‐keto‐1,2,3,4‐tetrahydrocarbazoles (**1**) to carbazole‐1,4‐quinones (**2**) are efficiently carried out by CAN‐SiO~2~‐mediated reaction. This generalized protocol was successfully extended to the synthesis of two naturally occurring carbazoloquinones: murrayaquinone A (**2b**) and koeniginequinone A (**2g**). A plausible mechanism for this novel reaction involves formation of a 9‐hydroxy‐2,3,4,9‐tetrahydro‐1__H__‐carbazole‐1‐one followed by rearrangement to 1‐hydroxycarbazole derivatives, which are further oxidized by cerium (IV) to carbazoloquinones. J. Heterocyclic Chem., (2011).

Who reads A novel CAN‐SiO~2~‐mediated one‐pot oxidation of 1‐keto‐1,2,3,4‐tetrahydrocarbazoles to carbazoloquinones: Efficient syntheses of murrayaquinone A and koeniginequinone A?

Author

Suchandra Chakraborty; Gautam Chattopadhyay; Chandan Saha

Publisher

Journal of Heterocyclic Chemistry; Wiley (John Wiley & Sons); Wiley-Blackwell; Wiley; FASEB (ISSN 0022-152X)

Published

2010

Language

EN

Field

Chemistry (Physical Sciences)