TY - JOUR
T1 - New multicomponent domino reactions (MDRs) in water
T2 - Highly chemo-, regio- and stereoselective synthesis of spiro([1,3]dioxanopyridine)-4,6-diones and pyrazolo[3,4-b]pyridines
AU - Ma, Ning
AU - Jiang, Bo
AU - Zhang, Ge
AU - Tu, Shu Jiang
AU - Wever, Walter
AU - Li, Guigen
PY - 2010/8/3
Y1 - 2010/8/3
N2 - New multicomponent domino reactions (MDRs) have been established for the synthesis of spiro(pyrazolo[1,3]dioxanopyridine)-4,6-diones, spiro(isoxazolo[1,3]dioxanopyridine)-4,6-diones and pyrazolo[3,4-b]pyridines. The MDRs were conducted by reacting readily available and inexpensive starting materials in aqueous solution under microwave irradiation. A total of 26 examples were examined, and showed a broad substrate scope and high overall yields (76–93%). A new mechanism has been proposed to explain the reaction process and the resulting chemo-, regio- and stereoselectivity. The present green synthesis shows attractive characteristics such as the use of water as the reaction medium, one-pot conditions, short reaction periods (9–13 min), easy work-up/purification and reduced waste production without the use of any acids or metal promoters.
AB - New multicomponent domino reactions (MDRs) have been established for the synthesis of spiro(pyrazolo[1,3]dioxanopyridine)-4,6-diones, spiro(isoxazolo[1,3]dioxanopyridine)-4,6-diones and pyrazolo[3,4-b]pyridines. The MDRs were conducted by reacting readily available and inexpensive starting materials in aqueous solution under microwave irradiation. A total of 26 examples were examined, and showed a broad substrate scope and high overall yields (76–93%). A new mechanism has been proposed to explain the reaction process and the resulting chemo-, regio- and stereoselectivity. The present green synthesis shows attractive characteristics such as the use of water as the reaction medium, one-pot conditions, short reaction periods (9–13 min), easy work-up/purification and reduced waste production without the use of any acids or metal promoters.
UR - http://www.scopus.com/inward/record.url?scp=77955220034&partnerID=8YFLogxK
U2 - 10.1039/c0gc00073f
DO - 10.1039/c0gc00073f
M3 - Article
AN - SCOPUS:77955220034
VL - 12
SP - 1357
EP - 1361
JO - Green Chemistry
JF - Green Chemistry
SN - 1463-9262
IS - 8
ER -