Two-step synthesis of aza- and diazaindoles from chloroamino-N-heterocycles using ethoxyvinylborolane.
An efficient two-step route to a broad range of aza- and diazaindoles was established, starting from chloroamino-N-heterocycles, without the need for protecting groups. The method involves an optimized Suzuki-Miyaura coupling with (2-ethoxyvinyl)borolane followed by acetic acid-catalyzed cyclization.
Whelligan
Daniel K
DK
Cancer Research UK Centre for Cancer Therapeutics, The Institute of Cancer Research, Haddow Laboratories, 15 Cotswold Road, Sutton, Surrey SM2 5NG, UK.
Thomson
Douglas W
DW
Taylor
Dawn
D
Hoelder
Swen
S
D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D002700:Chloramines / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D013329:Structure-Activity Relationship; D014753:Vinyl Compounds / Q000737:chemistry*
D001372:Aza Compounds; D001896:Boron Compounds; D002700:Chloramines; D007211:Indoles; D014753:Vinyl Compounds; C547700:ethoxyvinylborolane