Abstract
The isomerisation of 2′-hydroxychalcones to their corresponding flavanones, in good to excellent yield using silica supported-Bi(III) chloride as a catalyst under dry conditions at 70-80°C is reported.
References
1.
(a)
Spearring P.
,
Majetich G.
, and
Bhattacharyya J.
, J. Nat. Prod. , 1997 , 60 , 399 .
2.
Keane D.D.
,
Marathe K. G.
,
O'Sullivan W. I.
,
Philbin E. M.
, and
Teaque P. C. J.
, J. Org. Chem. , 1970 , 35 , 2286 .
3.
Bohm B.A.
, 1998 , in Introduction to Flavonoids , Ed. Harwood Academic Publishers , Amsterdam .
4.
Meyer A.S.
,
Heinonen M.
, and
Frankel E. N.
, Food Chem. , 1998 , 61 , 71 .
5.
Hollman P.C. H.
, and
Katan M. B.
, Arch. Toxocol.(Suppl.) , 1998 , 20 , 237 .
6.
Harborne J.B.
, The flavonoids; Advances In Research Since 1980 , 1986 , 348 –372 .
7.
(a)
Hashino Y.
, and
Takeno N.
, Bull. Chem. Soc. Jpn. , 1986 , 59 , 2903 –2904 .
8.
Sangwan N.K.
,
Varma B. S.
, and
Dhindsa K. S.
, Chemy Ind. , 1984 , 271 .
9.
Tanaka K.
, and
Toda F.
, Chem. Rev. , 2000 , 100 , 1025 –1074 .
10.
Manchanda V.
, and
Khan Nizam-Ud-Din
, Chem. & Ind. , 1985 , 127 .
11.
Maruyama K.
,
Tamanaka K.
,
Nishinaga A.
,
Inada A.
, and
Nakanishi K.
, Tetrahedron Lett. , 1989 , 30 , 4145 .
12.
Ahmed N.
, 2000, in PhD Thesis , Aligarh Muslim University , Aligarh, India ; (h) D. Dhawan and S.K. Grover, Ind. J. Chem. , 1997 , 36B , 73-74.
13.
(a)
Carrigues B.
,
Gonizaga F.
,
Robert and H.
,
Dubac J.
, J. Org. Chem. , 1997 , 62 , 4880 .
14.
Aitmambetov A.
, and
Kubzheterova A.
, Russ. J. Bioorganic Chem. , 2002 , 28 , 165 .
15.
(a)
McArdle C.B.
, In Applied Photochromic Polymer Systems , Ed. Chapman & Hall, Ltd. , NY-USA , 1992 , 170 .
16.
Clark J.H.
, 1994, In Catalysis of Organic Reactions by Supported Inorganic Reagents , VCH , NY and references cited therein.
17.
(a)
Nakazawa K.
, and
Matsuura S.
, J. Pharm. Soc. Jpn. , 1955 , 75 , 469 .
18.
Mabry T.J.
,
Markham K. R.
, and
Thomas M. B.
, The Systematic Identification of Flavonoids , Springer-Verlag , NY, Heidelberg , 1970 , 13 , 253 .
19.
Ryan H.
, and
Callaghan G. C.
, Proc. R Irish Acad. , 1929 , 39B , 124 .
20.
Kostanecki S.V.
, and
Nitkowski S. V.
, Ber. , 1905 , 38 , 3587 .
21.
Geissman T.A.
, and
Clinton R. O.
, J. Am. Chem. Soc. , 1946 , 68 , 697 .
22.
Simpson T.H.
, and
Whalley W. B.
, J. Chem. Soc. , 1955 , 166 and refs therein.