Ruthenium catalyzed directing group-free C2-selective carbenoid functionalization of indoles by alpha-aryldiazoesters.
A directing group-free approach for C2-selective carbenoid functionalization of NH-indoles is presented. Using [RuCl(2)(p-cymene)](2) as catalyst and alpha-aryldiazoesters as carbenoid source, 2-alkylated indoles were obtained in up to 96% isolated yield. Similarly, a regioselective carbenoid functionalization of NH-pyrroles was also achieved.
Chan
Wai-Wing
WW
Open Laboratory of Chirotechnology, The Institute of Molecular Technology for Drug Discovery and Synthesis and the Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong.
Yeung
Shing-Hin
SH
Zhou
Zhongyuan
Z
Chan
Albert S C
AS
Yu
Wing-Yiu
WY
D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
D007211:Indoles; D012428:Ruthenium