13174-97-5Relevant articles and documents
A new route to α-carbolines based on 6π-electrocyclization of indole-3-alkenyl oximes
Markey, Sophie J.,Lewis, William,Moody, Christopher J.
, p. 6306 - 6308 (2013)
Indoles are converted into α-carbolines in four steps by acylation at C-3, Boc-protection, olefination of the resulting 3-indolyl aldehydes or ketones to give N-Boc-3-indolyl alkenyl oxime O-methyl ethers, which upon heating to 240 C under microwave irradiation undergo loss of the Boc-group, and 6π-electrocyclization to α-carbolines, following aromatization by loss of methanol (11 examples, 30-90% yield).
Synthesis of carbolines by photostimulated cyclization of anilinohalopyridines
Laha, Joydev K.,Barolo, Silvia M.,Rossi, Roberto A.,Cuny, Gregory D.
, p. 6421 - 6425 (2011/09/15)
A general synthetic route to prepare all four carboline regioisomers by photostimulated cyclization of anilinohalopyridines is described. The methodology affords various substituted carbolines in good to excellent yields. In the case of α-carbolines, the SRN1 methodology complements previously reported palladium-catalyzed cyclization approaches.
