Abstract
Ion exchange resins are found to catalyze the reactions of indole with imines under mild conditions, affording diindolylmethanes in good yields.
References
1.
Sundberg R.J.
, The Chemistry of Indoles , Academic Press : New York , 1970 .
2.
Zeligs M.A.
, J. Medic. Food , 1998 , 1 , 67 .
3.
Ge X.
,
Yannai S.
,
Rennert G.
,
Gruener N.
, and
Gares F. A.
, Biochem. Biophys. Res. Commun. , 1996 , 28 , 153 .
4.
Michnovicz J.J.
, and
Bradlow H. L.
, Nutr. Cancer , 1991 , 16 , 59 .
5.
(a)
Roomi M.
, and
MacDonald S.
, Can. J. Chem. , 1970 , 48 , 139 .
6.
Gregorovich B.
,
Liang K.
,
Clugston D.
, and
MacDonald S.
, Can. J. Chem. , 1968 , 46 , 3291 .
7.
(a)
Banerji J.
,
Chatterjee A.
,
Manna S.
,
Pascard C.
,
Prange T.
, and
Shoolery J.
, Heterocycles , 1981 , 15 , 325 .
8.
Chatterjee A.
,
Manna S.
,
Banerji J.
,
Pascard C.
,
Prange T.
, and
Shoolery J.
, J. Chem. Soc., Perkin Trans. 1 , 1980 , 553 .
9.
Chen D.P.
,
Yu L. B.
, and
Wang P. G.
, Tetrahedron Lett. , 1996 , 37 , 4467 .
10.
Babu G.
,
Sridhar N.
, and
Perumal P. T.
, Synth. Commun. , 2000 , 30 , 1609 .
11.
Nagarajan R.
, and
Perumal P. T.
, Synth. Commun. , 2002 , 32 , 105 .
12.
Yadav J.S.
,
Reddy B. V. S.
,
Murthy C. V. S. R.
,
Kumar G. M.
, and
Madan C.
, Synthesis 2001 , 783 .
13.
Maiti A.K.
, and
Bhattacharyya P.
, J. Chem. Res. (S) , 1997 , 424 .
14.
Xie W.H.
,
Bloomfield K. M.
,
Jin Y. F.
,
Dolney N. Y.
, and
Wang P. G.
, Synlett , 1999 , 498 .
15.
Roe A.
, and
Montgomery J. A.
, J. Am. Chem. Soc. , 1953 , 75 , 910 .
16.
Meng J.B.
,
Du D. M.
,
Xiong G. X.
,
Wang W. G.
, and
Wang Y. M.
, J. Heterocycl. Chem. , 1994 , 31 , 121 .