Fluoride-induced cyclization of pentacenequinone to higher quinones

Bhalla, Vandana ; Gupta, Ankush ; Singh, Hardev ; Kumar, Manoj (2011) Fluoride-induced cyclization of pentacenequinone to higher quinones Journal of Organic Chemistry, 76 (6). pp. 1578-1583. ISSN 0022-3263

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Official URL: https://pubs.acs.org/doi/abs/10.1021/jo101996k

Related URL: http://dx.doi.org/10.1021/jo101996k

Abstract

Novel pentacenequinone derivatives 3, 7, and 10 have been synthesized via Suzuki−Miyaura coupling. Derivatives 3 and 7 having OTBS groups undergo irreversible fluoride-induced cyclization to substituted higher quinones in the presence of TBAF in dry THF using one-pot, two-step strategies in moderate yields. These functionalized higher quinone derivatives are freely soluble in THF and DMSO and can be used as precursors for the synthesis of higher acene derivatives.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:114028
Deposited On:18 May 2018 08:28
Last Modified:18 May 2018 08:28

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