Abstract
A four-component reaction between Meldrum's acid, aryl aldehydes with trialkyl phosphites in the presence of piper-idine has been developed. The reaction affords dialkyl {(aryl)[2,2-dimethyl-4-oxo-6-(piperidin-1-yl)-4H-[1,3]dioxin-5-yl]methyl}phosphonate in moderate to good yields in a one-pot process.
References
1.
Laszlo P.
, Organic reactions: simplicity and logic , Wiley , New York , 1995 .
2.
Arnett E.M.
, and
Harrelson J.A.
, J. Am. Chem. Soc. , 1987 , 109 , 809 .
3.
Meldrum A.N.
, J. Chem. Soc. , 1908 , 93 , 598 .
4.
Davidson D.
, and
Bernhard S.A.
, J. Am. Chem. Soc. , 1948 , 70 , 3426 .
5.
McNab H.
, Chem. Soc. Rev. , 1978 , 7 , 345 .
6.
Chen B.C.
, Heterocycles , 1991 , 32 , 529 .
7.
Dauben W.G.
,
Kozikowski A.P.
, and
Zimmerman W.T.
, Tetrahedron Lett. , 1975 , 16 , 515 .
8.
Okawa Y.
,
Hirasava H.
, and
Yonemitso O.
, Tetrahedron Lett. , 1978 , 19 , 1759 .
9.
Zia-Ebrahimi M.
, and
Huffman G.W.
, Synthesis , 1996 , 215 .
10.
Hedge J.A.
,
Kruse C.W.
, and
Snyder H.R.
, J. Org. Chem. , 1961 , 26 , 3166 .
11.
Ivanov A.S.
, Chem. Soc. Rev. , 2008 , 37 , 789 .
12.
Yavari I.
, and
Anary-Abbasinejad M.
, Org. Biomol. Chem. , 2003 , 3 , 560 .
13.
Maghsoodlou M.T.
,
Khorassani S.M.H.
,
Heydari R.
, and
Charati F.R.
, J. Chem. Res. , 2006 , 364 .
14.
Maghsoodlou M.T.
,
Habibi Khorassani S.M.
,
Rofouei M.K.
,
Adhamdoust S.R.
, and
Nassiri M.
, Arkivoc , 2006 , 143 .
15.
Hassanabadi A.
,
Mosslemin M.H.
,
Abyar E.
, and
Taleb-Malamiri M.
, J. Chem. Res. , 2012 , 36 , 497 .
16.
Hassanabadi A.
,
Mosslemin M.H.
,
Salari S.
, and
Momeni Landi M.
, Syn. Commun. , 2012 , 42 , 2309 .
17.
Yavari I.
,
Habibi A.
, and
Hosseini-Tabatabaei M.R.
, Monatsh. Chem. , 2003 , 134 , 1651 .
18.
Yavari I.
,
Hosseini-Tabatabaei M.R.
, and
Habibi A.
, Synthetic Commun. , 2003 , 33 , 2709 .
19.
Hosseini-Tabatabaei M.R.
,
Hassanabadi A.
, and
Ghazanfari D.
,
Miri A.
, J. Chem. Res. , 2011 , 35 , 336 .
