Walking Cations: Transition‐Metal Free Benzyl Cation‐Triggered sp² C—H Phosphorylation and Etherification

Abstract

Comprehensive Summary A novel benzyl cation‐triggered site‐selective sp2 C—H phosphorylation and etherification was developed. This reaction was conducted under the transition metal‐free conditions through cation migration via dearomatization. Under the reaction conditions, the derivatives of naphthalenes, benzofurans and benzo[b]thiophenes all can be transformed into the corresponding products in good to excellent yields. It provides a method to construct sp2 C—P and sp2 C—O bonds as well as a new strategy for benzylic activation‐triggered sp2 C—H functionalization.

Highly Chemoselective Reduction of Phosphine Oxides through Electrophilic Activation of the P=O Bond with Anhydride

“…The data that support the findings of this study are available in the supplementary material of this article. Additional references cited within the Supporting Information [8e,14,19–39] …”

A new method for green production of 2-aminomethylpiperidine from bio-renewable 2,5-bis(aminomethyl)furan

“…N-containing chemicals are widely used in the manufacture and synthesis of drugs, polymers, and agrochemicals. 1,2 The synthesis of N-containing chemicals from renewable biomass resources has attracted great attention, especially the amination of biomass platform compounds, such as furfural 3,4 and 5-hydroxymethylfurfural (5-HMF). [5][6][7][8] Particularly, 2,5-bis(aminomethyl)furan (BAMF), the product of 5-HMF amination, is a suitable monomer for special polyurethanes and polyamides.…”

Palladium-catalysed deaminative/decarboxylative cross-coupling of organoammonium salts with carboxylic acids

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