Gold-catalyzed intramolecular indole/alkyne cyclization cascades through a heterolytic fragmentation: 1,5-indole migration and allenylation.
Gold-catalyzed intramolecular reactions of 3-alkynyl-bearing indoles with diol groups lead to the formation of highly functionalized 3-allenylindoles with high efficiency. The reaction likely proceeds by a new gold-catalyzed cascade cyclization/heterolytic fragmentation/elimination reactions, which results in 1,5-indole migration and C-3 allenylation of indole moiety.
Li
Guijie
G
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, People's Republic of China.
Liu
Yuanhong
Y
D000480:Alkynes / Q000737:chemistry*; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010984:Platinum / Q000737:chemistry; D012834:Silver / Q000737:chemistry; D013237:Stereoisomerism
D000480:Alkynes; D007211:Indoles; D009942:Organometallic Compounds; D012834:Silver; D010984:Platinum; D006046:Gold