Kaicharla, Trinadh ; Bhojgude, Sachin Suresh ; Biju, Akkattu T. (2012) Efficient Diels–Alder Reaction of 1,2-Benzoquinones with Arynes and Its Utility in One-Pot Reactions Organic Letters, 14 (24). pp. 6238-6241. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/ol302997q
Related URL: http://dx.doi.org/10.1021/ol302997q
Abstract
A new protocol for the efficient Diels-Alder reaction of 1,2-benzoquinones with arynes is reported. The aryne generated by the fluoride-induced 1,2-elimination of 2-(trimethylsilyl)aryl triflates undergoes a facile Diels-Alder reaction with 1,2-benzoquinones, affording the dioxobenzobicyclooctadienes in moderate to excellent yields. In addition, this methodology has been applied to the one-pot synthesis of benzoquinoxalinobarrelene and naphthalene derivatives.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society |
| ID Code: | 128704 |
| Deposited On: | 03 Nov 2022 06:54 |
| Last Modified: | 03 Nov 2022 06:54 |
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