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A Convenient Synthesis of Tri- and Tetramethylbenzaldehydes from Readily Available Phenols

Dhankher, P; Sheppard, TD; (2014) A Convenient Synthesis of Tri- and Tetramethylbenzaldehydes from Readily Available Phenols. Synlett , 25 (3) 381 - 384. 10.1055/s-0033-1340302. Green open access

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Abstract

This letter describes a convenient synthesis of the six isomeric tri- and tetramethylbenzaldehydes, which are not readily available from major chemical suppliers. Formylation of readily available phenols via electrophilic aromatic substitution provides compounds containing the correct aromatic substitution pattern. ­Suzuki cross-coupling of the corresponding trifluoromethanesulfonates with methylboronic acid then provides the benzaldehydes as single isomers.

Type: Article
Title: A Convenient Synthesis of Tri- and Tetramethylbenzaldehydes from Readily Available Phenols
Open access status: An open access version is available from UCL Discovery
DOI: 10.1055/s-0033-1340302
Publisher version: http://dx.doi.org/10.1055/s-0033-1340302
Language: English
Additional information: © Georg Thieme Verlag Stuttgart · New York
Keywords: Aldehydes, Palladium, Suzuki, Aromatic compounds, Formylation
UCL classification: UCL > Provost and Vice Provost Offices
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: http://discovery.ucl.ac.uk/id/eprint/1418964
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