TY - JOUR
T1 - TMSCl-catalyzed aza-Diels-Alder reaction
T2 - A simple and efficient synthesis of pyrano- and furanoquinolines
AU - More, Shivaji V.
AU - Sastry, M. N.V.
AU - Yao, Ching Fa
PY - 2006/6/1
Y1 - 2006/6/1
N2 - An efficient TMSCl-catalyzed synthesis of pyrano- and furanoquinolines and phenanthridinone derivative has been developed. In the presence of TMSCl (20 mol%), various aliphatic, aromatic and heteroaromatic aldehydes reacted with different anilines in the presence of either 2,3-dihydrofuran, 3,4-dihydro-2H-pyran or cyclohexenone to afford the aza-Diels-Alder adducts in excellent yield at room temperature. The ambient conditions, fast reaction rates, and excellent product yields are important characteristics of this reaction.
AB - An efficient TMSCl-catalyzed synthesis of pyrano- and furanoquinolines and phenanthridinone derivative has been developed. In the presence of TMSCl (20 mol%), various aliphatic, aromatic and heteroaromatic aldehydes reacted with different anilines in the presence of either 2,3-dihydrofuran, 3,4-dihydro-2H-pyran or cyclohexenone to afford the aza-Diels-Alder adducts in excellent yield at room temperature. The ambient conditions, fast reaction rates, and excellent product yields are important characteristics of this reaction.
KW - Excellent yields
KW - One-pot
KW - Pyrano- and furanoquinolines
KW - TMSCl
KW - aza-Diels-Alder reaction
UR - https://www.scopus.com/pages/publications/33745431146
UR - https://www.scopus.com/pages/publications/33745431146#tab=citedBy
U2 - 10.1055/s-2006-939711
DO - 10.1055/s-2006-939711
M3 - Article
AN - SCOPUS:33745431146
SN - 0936-5214
SP - 1399
EP - 1403
JO - Synlett
JF - Synlett
IS - 9
ER -