Abstract
AbstractSyntheses of several new 3,4‐dihydropyrimidinones (DHPMs) on sodium sulfate solid support have been reported. The microwave enhanced rapid synthesis of the title compounds yielded a good percentage of the DHPMs. The catalytic activity of indium triflate enables to prepare a wide range of DHPMs. Syntheses of 2‐hydroxyphenyl, 2‐hydroxy‐4‐methoxyphenyl pendant groups on DHPMs scaffold are advantages of the present method, which are rather prone towards cyclization and the presence of free hydroxyl groups on the phenyl ring is confirmed via D2O exchange study. The mechanism of the reaction is expected to proceed via absorption of substrates on the solid support followed by promotion of the reaction by In(OTf)3 coupled with microwave irradiation.
References
32
Referenced
28
10.1126/science.275.5301.823
10.1039/b110838g
10.1016/S0040-4039(99)02111-5
10.1039/b201543a
10.1021/ol990079g
10.1021/cc010043r
10.1002/1521-3773(20020603)41:11<1863::AID-ANIE1863>3.0.CO;2-L
- bC. O.Kappe Am lab 13(2001).
10.1016/S0040-4020(01)87971-0
10.1021/ar000048h
10.1016/S0223-5234(00)01189-2
10.1021/ja00114a034
10.1021/jo00067a014
10.1021/jm00095a023
10.1021/jm00001a017
{'key': 'e_1_2_1_8_2', 'first-page': '360', 'volume': '23', 'author': 'Biginelli P.', 'year': '1893', 'journal-title': 'Gazz. Chim. Ital.'}
/ Gazz. Chim. Ital. by Biginelli P. (1893)10.1021/ja01336a053
10.3390/30300100
10.1016/0040-4039(95)01660-A
10.1021/jo970846u
10.1021/jo000711f
-
cJ.Lu andY.Bai Synthesis 466(2002).
(
10.1055/s-2002-20956
) 10.1016/S0040-4039(01)01603-3
10.1021/jo9919052
-
P.Rajakumar andV.Murali Chem. Commun. 2710(2001).
(
10.1039/b109003h
) - J.Svetlik V.Hanus andJ.Bella J. Chem. Research (M) 4(1991).
10.3987/R-1987-05-1185
{'key': 'e_1_2_1_14_2', 'first-page': '250', 'volume': '15', 'author': 'Jones R.', 'year': '1967', 'journal-title': 'Org. React.'}
/ Org. React. by Jones R. (1967)-
aO.Meth‐Cohn B.Narine andB.Tarnowski J. Chem. Soc. Perkin Trans. 1 1520(1981).
(
10.1039/p19810001520
) 10.1016/S0040-4020(01)97034-6
10.1021/jo971010u
10.1021/jo000024o
Dates
Type | When |
---|---|
Created | 16 years, 4 months ago (April 23, 2009, 5:14 p.m.) |
Deposited | 1 year, 9 months ago (Nov. 16, 2023, 2:59 p.m.) |
Indexed | 1 month, 4 weeks ago (July 2, 2025, 2:13 p.m.) |
Issued | 22 years ago (Sept. 1, 2003) |
Published | 22 years ago (Sept. 1, 2003) |
Published Online | 16 years, 4 months ago (April 23, 2009) |
Published Print | 22 years ago (Sept. 1, 2003) |
@article{Shanmugam_2003, title={Synthesis of novel 3,4‐dihydropyrimidinones on water soluble solid support catalyzed by indium triflate}, volume={40}, ISSN={1943-5193}, url={http://dx.doi.org/10.1002/jhet.5570400521}, DOI={10.1002/jhet.5570400521}, number={5}, journal={Journal of Heterocyclic Chemistry}, publisher={Wiley}, author={Shanmugam, P. and Annie, G. and Perumal, P. T.}, year={2003}, month=sep, pages={879–883} }