Tandem [4 + 2]/[2 + 2] Cycloaddition Reactions Involving Indene or Benzofurans and Arynes

Bhojgude, Sachin Suresh ; Thangaraj, Manikandan ; Suresh, Eringathodi ; Biju, Akkattu T. (2014) Tandem [4 + 2]/[2 + 2] Cycloaddition Reactions Involving Indene or Benzofurans and Arynes Organic Letters, 16 (13). pp. 3576-3579. ISSN 1523-7060

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Official URL: http://doi.org/10.1021/ol501579d

Related URL: http://dx.doi.org/10.1021/ol501579d

Abstract

The reaction of arynes with indene/benzofurans has been developed. The arynes were generated from 2-(trimethylsilyl)aryl triflates by the fluoride-induced 1,2-elimination react with indene or various benzofurans proceeding via a cascade reaction involving the Diels-Alder reaction and a [2 + 2] cycloaddition reaction. The tandem process afforded functionalized dihydrobenzocyclobutaphenanthrenes in moderate to good yields. Moreover, the method has been utilized for the one-pot synthesis of benzo[b]fluoranthene.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society
ID Code:128685
Deposited On:03 Nov 2022 06:54
Last Modified:03 Nov 2022 06:54

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