Abstract
2,3-Dihydro-2-aryl-4(1H)-quinazolinones were prepared in good yields via reductive cyclisation of o-azidobeneamides with aldehydes and ketones promoted by SmI2 under mild and neutral conditions.
References
1.
Bhalla P.R.
, and
Walworth B.L.
, American Cyanamid Co. Eur. Pat. Appl. EP 58,822, Chem. Abstr. 1983 , 98 , 1669 .
2.
Bhalla P.R.
, and
Walworth B.L.
, American Cyanamid Co. U. S. Patent 4,431,440, Chem. Abstr. 1984 , 100 , 174857 .
3.
Biressi M.G.
,
Cantarelli G.
,
Carissimi M.
,
Cattaneo A.
, and
Ravenna F.
, Farmaco, Ed. Sci. , 1969 , 24 , 199 .
4.
Hamel E.
,
Lin C.M.
,
Plowman J.
,
Wang H.
,
Lee K.
, and
Paull K.D.
, Biochem. Pharmacol. , 1996 , 51 , 53 .
5.
Sharma S.D.
, and
Kaur V.
, Synthesis , 1989 , 677 .
6.
Moore J.A.
,
Sutherland G.J.
,
Sowerby R.
,
Kelly E.G.
,
Palermo S.
, and
Webster W.
, J. Org. Chem. , 1969 , 887 .
7.
Molander G.A.
, Chem. Rev. , 1992 , 92 , 29 .
8.
Hasegawa E.
, and
Curran D.P.
, J. Org. Chem. , 1993 , 58 , 5008 .
9.
Molander G.A.
, Organic Reactions , 1994 , 46 , 211 .
10.
Molander G.A.
, and
Harris C.R.
, Chem. Rev. , 1996 , 96 , 307 .
11.
Yu M.X.
,
Zhang Y.M.
, and
Bao W.L.
, Chin. J. Chem. , 1999 , 17 , 4 .
12.
Huang Y.
, and
Zhang Y.M.
, Synth. Commun. , 1996 , 15 , 2911 .
13.
Su W.K.
,
Li Y.S.
, and
Zhang Y.M.
, J. Chem. Res. (S) , 2001 , 32 .
14.
Zhou L.H.
, and
Zhang Y.M.
, J. Chem. Soc. Perkin Trans I , 1998 , 28 , 2899 .
15.
Yale H.L.
, and
Kalkstein M.
, J. Med. Chem. , 1967 , 10 , 334 .
16.
Kilroe Smith T.A.
, and
Stephen H.
, Tetrahedron , 1957 , 1 , 38 .
17.
Zhong W.H.
,
Chen X.Y.
, and
Zhang Y.M.
, J. Chem. Res. (S) , 2000 , 292 .