Synthesis of 3-acylindoles by palladium-catalyzed acylation of free (N-H) indoles with nitriles.
An efficient palladium-catalyzed synthesis of 3-acylindoles using free (N-H) indoles and nitriles has been developed. The acylation reaction proceeded well under the Pd(OAc)(2)/2,2'-bipyridine system and with D-(+)-camphorsulfonic acid as the additive. A possible mechanism involving carbopalladation of nitriles and subsequent hydrolysis of ketimines is proposed.
CAS Key Laboratory of Soft Matter Chemistry, and Department of Chemistry, University of Science and Technology of China , Hefei, Anhui 230026, PR China.
Tao-Shan
TS
Jiang
Guan-Wu
GW
Wang
D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
D007211:Indoles; D009570:Nitriles; D010165:Palladium