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Iron-catalyzed methylation using the borrowing hydrogen approach

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posted on 2024-09-18, 10:29 authored by Kurt PolidanoKurt Polidano, Benjamin AllenBenjamin Allen, J Williams, Louis MorrillLouis Morrill

A general iron-catalyzed methylation has been developed using methanol as a sustainable C1 building block. This borrowing hydrogen approach employs a Knölker-type (cyclopentadienone)iron carbonyl complex as catalyst (2 mol %) and exhibits a broad reaction scope. A variety of ketones, indoles, oxindoles, amines and sulfonamides undergo mono- or dimethylation in excellent isolated yields (>60 examples, 79% average yield).

Analysis of reaction products from this methodology resulted in the following data:

1H, 19F and 13C NMR raw data files

IR spectra

High resolution mass spectrometry spectra.   

Research results based upon these data are published at http://dx.doi.org/10.1021/acscatal.8b02158

Funding

Homogeneous hydrogen transfer catalysis (2016-10-01 - 2019-09-30); Polidano, Kurt. Funder: Engineering and Physical Sciences Research Council

Developing continuous electro organic catalysis - it's got potential (2017-11-27 - 2022-01-31); Morrill, Louis. Funder: Engineering and Physical Sciences Research Council

History

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