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An intramolecular, Pd-mediated alpha-arylation route to 4-aryl-2-naphthols

Aiken, Stuart, Armitage, Ben, Gabbutt, Christopher D. and Heron, B. Mark (2015) An intramolecular, Pd-mediated alpha-arylation route to 4-aryl-2-naphthols. Tetrahedron Letters, 56 (33). pp. 4840-4842. ISSN 0040-4039
Abstract

1-Aryl-1-(2-bromophenyl)but-2-yn-1-ols, obtained from the addition of prop-1-yn-1-yllithium to 2-bromobenzophenones, readily rearrange to 4-aryl-4-(2-bromophenyl)but-3-en-2-ones upon treatment with
TFA. Subsequent intramolecular Pd-mediated alpha-arylation of these but-3-en-2-ones gave 4-aryl-2-naphthols which were smoothly transformed into photochromic naphthopyrans.

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Item Type:
Article
Depositing User:
Mark Heron
Date Deposited:
02 Sep 2015 09:41
Revision:
10
Last Modified:
28 Aug 2021 11:53
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