Engaging Morita-Baylis-Billman reaction for the generation of isobenzofuran and the consequent entry into highly substituted aromatic systems

Nair, Vijay ; Abhilash, K. G. (2005) Engaging Morita-Baylis-Billman reaction for the generation of isobenzofuran and the consequent entry into highly substituted aromatic systems Synthesis, 2005 (12). pp. 1967-1970. ISSN 0039-7881

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Official URL: https://www.thieme-connect.com/ejournals/abstract/...

Related URL: http://dx.doi.org/10.1055/s-2005-869953

Abstract

The hemiacetal resulting from the Morita-Baylis-Hillman (M-B-H) reaction of o-phthalaldehyde is shown to be an excellent precursor for the synthesis of polycyclic aromatic hydrocarbons. The former on acid-catalyzed dehydration generates an isobenzofuran intermediate, which in turn is trapped with various electron-deficient dienophiles leading to a facile synthesis of functionalized aromatic systems.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Carbocycles; Cycloadditions; Diels-Alder Reactions; Naphthalenes; Acrylates
ID Code:58060
Deposited On:31 Aug 2011 12:47
Last Modified:31 Aug 2011 12:47

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