Roscales, Silvia; Csaky, Aurelio G. published an article in 2021. The article was titled 《Synthesis of Ketones by C-H Functionalization of Aldehydes with Boronic Acids under Transition-Metal-Free Conditions》, and you may find the article in Angewandte Chemie, International Edition.COA of Formula: C9H10O2 The information in the text is summarized as follows:
A method for the synthesis of ketones from aldehydes and boronic acids via a transition-metal-free C-H functionalization reaction is reported. The method employs nitrosobenzene as a reagent to drive the simultaneous activation of the boronic acid as a boronate and the activation of the C-H bond of the aldehyde as an iminium species that triggers the key C-C bond-forming step via an intramol. migration from boron to carbon. These findings constitute a practical, scalable, and operationally straightforward method for the synthesis of ketones.2-(Benzyloxy)acetaldehyde(cas: 60656-87-3COA of Formula: C9H10O2) was used in this study.
2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).COA of Formula: C9H10O2
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem