Carboxylic Acid Directed C–H Arylation of Azulene
Zhuang Mao Png, Teck Lip Dexter Tam, Jianwei Xu
Abstract
The first example of directed C-H activation for azulene is reported. A variety of 2-arylazulenes are obtainable exclusively from 1-azulene carboxylic acids, with yields of up to 82%. Some heteroaryl groups such as pyridine and thiophene are also tolerated in the reaction. The efficacy of the reaction is found to be highly dependent on the conditions, with a phosphate base and a bulky carboxylic acid being key additives.
Topics & Concepts
AzuleneChemistryCarboxylic acidPyridineThiophenePhosphateOrganic chemistryBase (topology)Reaction conditionsCombinatorial chemistryMedicinal chemistryCatalysisMathematicsMathematical analysisCatalytic C–H Functionalization Methods