Convenient indole synthesis from 2-iodoanilines and terminal alkynes by the sequential Sonogashira reaction and the cyclization reaction promoted by tetrabutylammonium fluoride (TBAF).
The sequential Sonogashira reaction and the cyclization reaction of various 2-iodoanilines and terminal alkynes in the presence of a palladium catalyst and tetrabutylammonium fluoride (TBAF) gave the corresponding 2-substituted indoles in good yields.
Suzuki
Naoyuki
N
Graduate School of Pharmaceutical Sciences, Tohoku University, Sendai, Japan.
Yasaki
Sakura
S
Yasuhara
Akito
A
Sakamoto
Takao
T
D000480:Alkynes / Q000138:chemical synthesis*; D000814:Aniline Compounds / Q000138:chemical synthesis*; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*
D000480:Alkynes; D000814:Aniline Compounds; D007211:Indoles; D000644:Quaternary Ammonium Compounds; C009405:tetrabutylammonium; C023650:aniline