Abstract
Aryl alkyl ketoximes react with the TiCl4/Et3N reagent to give 2,3,4,5-tetrasubstituted pyrroles in moderate to good yields (55–81%).
References
1.
(a)
Patterson J.M.
, Synthesis , 1976 , 281 .
2.
Sundberg R.J.
, in Comprehensive Heterocyclic Chemistry ,
Bird C.W.
,
Katritzky A. R.
, and
Rees C. W.
, Eds., Pergamon , Oxford , 1984 , pp. 313 .
3.
(a)
Piloty O.
, Ber. , 1910 , 43 , 489 .
4.
Robinson G.M.
, and
Robinson R.
, J. Chem. Soc. , 1918 , 113 , 639 .
5.
(a)
Yoshida Z.
,
Harada T.
, and
Tamaru Y.
, Tetrahedron Lett. , 1976 , 17 , 3823 .
6.
Tamura Y.
,
Harada T.
,
Yoshida Z.
, J. Org. Chem. , 1978 , 43 , 3370 .
7.
(a)
Baccolini G.
, and
Sandali C.
, J. Chem. Soc., Chem. Commun. , 1987 , 788 .
8.
Baccolini G.
, J. Chem. Soc., Perkin Trans. I , 1989 , 1053 .
9.
(a)
Periasamy M.
,
Srinivas G.
, and
Bharathi P.
, J. Org. Chem. , 1999 , 64 , 4204 .
10.
Periasamy M.
,
Srinivas G.
,
Karunakar G. V.
, and
Bharathi P.
, Tetrahedron Lett. , 1999 , 40 , 7577 .
11.
Periasamy M.
, and
Dharma Rao V.
, Tetrahedron: Asymmetry , 2000 , 11 , 1151 .
12.
Periasamy M.
, and
Bharathi P.
, Organic Lett. , 1999 , 1 , 857 .
13.
Periasamy M.
, and
Bharathi P.
, Organometallics , 2000 , 19 , 5511 .
14.
Periasamy M.
,
Jayakumar K. N.
, and
Bharathi P.
, J. Org. Chem. , 2000 , 65 , 3548 .
15.
Buu-Hoi N.P.
,
Hoan N.
, and
Khoi N. H.
, J. Org. Chem. , 1949 , 15 , 492 .
16.
Hill R.K.
,
McKinnie B. G.
,
Conley R. T.
,
Darby P. S.
,
Halbeek H. V.
, and
Holt E. M.
, Tetrahedron , 1988 , 44 , 3405 .
17.
Broadbent H.S.
,
Burnham W. S.
,
Olsen R. K.
, and
Sheeley R. M.
, J. Heterocycl. Chem. , 1968 , 5 , 757 .
18.
Srinivas G.
, and
Periasamy M.
, Tetrahedron Lett. , 2002 , 43 , 2785 .
19.
Campbell K.N.
,
Campbell B. K.
, and
Chaput E. P.
, J. Org. Chem. , 1943 , 8 , 99 .