Carboxylic Acid Directed C-H Arylation of Azulene.

Autor: Png ZM; Institute of Materials Research and Engineering, the Agency for Science, Technology and Research (A*STAR), 2 Fusionopolis Way, Singapore 138634, Singapore., Tam TLD; Institute of Materials Research and Engineering, the Agency for Science, Technology and Research (A*STAR), 2 Fusionopolis Way, Singapore 138634, Singapore., Xu J; Institute of Materials Research and Engineering, the Agency for Science, Technology and Research (A*STAR), 2 Fusionopolis Way, Singapore 138634, Singapore.; Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2020 Jul 02; Vol. 22 (13), pp. 5009-5013. Date of Electronic Publication: 2020 Jun 17.
DOI: 10.1021/acs.orglett.0c01576
Abstrakt: 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.
Databáze: MEDLINE