Abstract
The synthesis of a series of 13 multifunctionalised dihydroindeno[1,2-b]furans was achieved in a diastereoselective manner in excellent yield by reacting 1,3-indanedione, an aryl glyoxal and a pyridinium ylide in the presence of a nano γ-Fe2O3-quinuclidine-based catalyst in an aqueous medium.
References
1.
Thuring J.W.J.F.
,
Heinsman N.W.J.T.
,
Jacobs R.W.A.W.M.
,
Nefkens G.H.L.
, and
Zwanenburg B.
, J. Agric. Food Chem. , 1997 , 45 , 513 .
2.
Kendall P.M.
,
Johnson J.V.
, and
Cook C.E.
, J. Org. Chem. , 1979 , 44 , 1424 .
3.
Malik H.
, and
Rutfis F.P.J.T.
, Tetrahedron , 2010 , 66 , 7203 .
4.
Thuring J.W.J.F.
,
Nefkens G.H.L.
,
Schaasstra R.
, and
Zwanenburg B.
, Tetrahedron , 1995 , 51 , 5056 .
5.
Laakso M.
, Int. Patent: WO 2012/056113, issued 3 May 2012.
6.
Lima M.E.F.
,
Gabriel A.J.A.
, and
Castro R.N.
, J. Brazil. Chem. Soc. , 2000 , 11 , 371 .
7.
Doyle M.P.
,
Zhou Q.L.
,
Dyatkin A.B.
, and
Ruppar A.D.
, Tetrahedron Lett. , 1995 , 36 , 7582 .
8.
Buchwald S.L.
,
Hicks F.A.
, and
Kablaoui N.M.
, J. Am. Chem. Soc. , 1997 , 119 , 4431 .
9.
Belapure S.A.
,
Beamer Z.G.
,
Bartmess J.F.
, and
Campahna S.R.
, Tetrahedron , 2011 , 67 , 9272 .
10.
Lachia M.
,
Jung D.M.
, and
Mesmaeker D.A.
, Tetrahedron Lett. , 2012 , 53 , 4517 .
11.
Majumder S.
,
Sharma M.
, and
Bhuyan P.J.
, Tetrahedron Lett. , 2013 , 54 , 6868 .
12.
Pirrung M.C.
, and
Blume F.
, J. Org. Chem. , 1999 , 64 , 3642 .
13.
Anary-Abbasinejad M.
,
Charkhati K.
, and
Hassanabadi A.
, J. Chem. Res. , 2009 , 2 , 95 .
14.
Vatanchian R.
,
Mosslemin M.H.
,
Tabatabaee M.
, and
Sheibani A.
, J. Chem. Res. , 2018 , 42 , 439 .
