Synthesis of unsymmetrical multi-aroyl derivatives of ferrocene using palladium catalysed oxidative C-H aroylation

Dalton Transactions : an International Journal of Inorganic Chemistry
Mayukh DebAnil J Elias

Abstract

A palladium catalysed methodology for mono-selective oxidative aroylation of ferrocene has been achieved. 10 mol% of Pd(OAc)2 was used as the catalyst for this radical aroylation reaction using O-methyl-oxime as the directing group. tert-Butyl hydroperoxide was used as an oxidant and both aldehydes and alcohols were used as acyl-equivalents. The protocol has been extended to aryl, heteroaryl and sterically hindered aroylating agents. Acidic-hydrolysis with 6(N) HCl of the directing group resulted in unsymmetrically substituted ketone derivatives of ferrocene, which have not been achieved otherwise.

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Citations

Nov 17, 2020·The Journal of Organic Chemistry·Raviraj Ananda ThoratSangit Kumar

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Methods Mentioned

BETA
acylation
column chromatography
NMR

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