TY - JOUR
T1 - A Unified Approach to the Isomeric α-, β-, γ-, and δ-Carbolines via their 6,7,8,9-Tetrahydro Counterparts
AU - Yan, Qiao
AU - Gin, Emma
AU - Banwell, Martin G.
AU - Willis, Anthony C.
AU - Carr, Paul D.
N1 - Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/4/21
Y1 - 2017/4/21
N2 - A cross-coupling/reductive cyclization protocol has been employed in a unified approach to all four carbolines. So, for example, the 2-nitropyridine 8, which is readily prepared through an efficient palladium-catalyzed Ullmann cross-coupling reaction, is reductively cyclized under conventional conditions to give 6,7,8,9-tetrahydro-α-carboline that is itself readily aromatized to give α-carboline (1).
AB - A cross-coupling/reductive cyclization protocol has been employed in a unified approach to all four carbolines. So, for example, the 2-nitropyridine 8, which is readily prepared through an efficient palladium-catalyzed Ullmann cross-coupling reaction, is reductively cyclized under conventional conditions to give 6,7,8,9-tetrahydro-α-carboline that is itself readily aromatized to give α-carboline (1).
UR - http://www.scopus.com/inward/record.url?scp=85018518651&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.7b00323
DO - 10.1021/acs.joc.7b00323
M3 - Article
SN - 0022-3263
VL - 82
SP - 4328
EP - 4335
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 8
ER -