Efficient Synthesis of 9-Aryldihydrophenanthrenes by a Cascade Reaction Involving Arynes and Styrenes

Bhojgude, Sachin Suresh ; Bhunia, Anup ; Gonnade, Rajesh G. ; Biju, Akkattu T. (2014) Efficient Synthesis of 9-Aryldihydrophenanthrenes by a Cascade Reaction Involving Arynes and Styrenes Organic Letters, 16 (3). pp. 676-679. ISSN 1523-7060

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Official URL: http://doi.org/10.1021/ol4033094

Related URL: http://dx.doi.org/10.1021/ol4033094

Abstract

A mild, general, and transition-metal-free protocol for the synthesis of 9,10-dihydrophenanthrenes is reported. The aryne generated by the fluoride-induced 1,2-elimination of 2-(trimethylsilyl)aryl triflates undergoes an efficient cascade reaction initiated by the Diels-Alder reaction with the differently substituted styrenes leading to the formation of 9-aryl-9,10-dihydrophenanthrene derivatives in moderate to good yields.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society
ID Code:128690
Deposited On:03 Nov 2022 06:53
Last Modified:03 Nov 2022 06:53

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