A practical synthesis of a high-loading solid-supported IBX amide for the oxidation of alcohols.
A straightforward three-step synthesis of a solid-supported IBX amide resin was achieved using inexpensive and commercially available 2-iodobenzoic acid chloride and Merrifield resin. A high apparent loading of 0.63 mmol g(-1) was obtained. Oxidation of a range of alcohols to the corresponding carbonyl compounds proved very straightforward using 1.2 equiv of the resin. Recycling of the resin was also possible with minimal loss of activity after two reoxidations.
Lecarpentier
Patrick
P
Combinatorial Centre of Excellence, School of Chemistry, University of Southampton, Highfield, Southampton, SO17 1BJ, UK.
Crosignani
Stefano
S
Linclau
Bruno
B
D000438:Alcohols / Q000737:chemistry*; D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry*; D004952:Esters; D004987:Ethers; D008752:Methylene Chloride; D010084:Oxidation-Reduction; D011108:Polymers; D012117:Resins, Synthetic / Q000737:chemistry
D000438:Alcohols; D000577:Amides; D004952:Esters; D004987:Ethers; D011108:Polymers; D012117:Resins, Synthetic; D008752:Methylene Chloride