An
economic, safe, practical, and environmentally benign protocol
for the oxidation of aldehydes to carboxylic acids and acid anhydrides
with ambient air as the sole oxidant was developed. This oxidation
is operationally simple and external catalyst-, initiator-, and base-free,
with outstanding functional group tolerance (moisture-, acid-, base-,
and oxidant-sensitive groups). It also provides a practical protocol
for large scale synthesis (>100 g), late-stage modification of
polyfunctional
compounds, and one-pot sequential transformation starting from aldehydes.
A facile and efficient protocol for the construction of alkenyl dithiocyanates and alkenyl diselenocyanates has been developed via stereoselective difunctionalization of alkynes with NaSCN or KSeCN at room temperature.
A copper/iron-catalyzed oxyphosphorylation of alkynes with H-phosphonates through a radical process was developed. The present protocol provides an attractive approach to β-ketophosphonates in moderate to good yields, with the advantages of readily available substrate, high functional group tolerance and operation simplicity.
The hydration of haloalkynes to give α‐halomethyl ketones was achieved based on a combination of a Cu(OAc)2 catalyst and a TFA (trifluoroacetic acid) promoter. This is the first synthesis of chloro/bromo/iodo methyl ketones through a hydration reaction catalyzed by a recyclable catalytic system. The catalytic system has a wide substrate scope and excellent chemoselectivity, and the procedure can also be scaled up.
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