N-cyclopropylation of indoles and cyclic amides with copper(II) reagent.
Copper-mediated coupling reactions of cyclopropylboronic acid with indoles and cyclic amides are described. The process utilizes catalytic or stoichiometric amounts of copper(II) acetate, DMAP, and NaHMDS at 95 degrees C under an atmosphere containing oxygen. A variety of functional groups remain intact throughout the reaction.
Tsuritani
Takayuki
T
Process Research, PreClinical Department, Banyu Pharmaceutical Co. Ltd., 3 Okubo, Tsukuba, Ibaraki, Japan. takayuki_tsuritani@merck.com
Strotman
Neil A
NA
Yamamoto
Yuhei
Y
Kawasaki
Masashi
M
Yasuda
Nobuyoshi
N
Mase
Toshiaki
T
D000577:Amides / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D007202:Indicators and Reagents / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D011407:Propane / Q000737:chemistry*
D000577:Amides; D007202:Indicators and Reagents; D007211:Indoles; D003300:Copper; D011407:Propane