Abstract
The 1:1 reactive intermediate generated by the addition of alkyl isocyanides to dialkyl acetylenedicarboxylates was trapped by theophylline derivatives as strong NH-acids to yield highly functionalised 1-azadienes and ketenimines.
References
1.
Ugi I.
, Angew. Chem. Int. Ed. Engl. , 1982 , 21 , 810 .
2.
Ugi I.
,
Domling A.
, and
Horl W.
, Endeavour , 1994 , 18 , 115 .
3.
Ugi I.
,
Lohberger S.
, and
Karl R.
(1991 ) In:
Trost B.M.
, and
Fleming I.
(eds). Comprehensive organic synthesis , Pergamon Oxford , vol. 2 , p. 1033 .
4.
Domling A.
, and
Ugi I.
, Angew. Chem. Int. Ed. Engl. , 2000 , 39 , 3168 .
5.
Suzuki Y.
,
Obata N.
, and
Takizawa T.
, Tetrahedron Lett. , 1970 , 11 , 2667 .
6.
Suzuki Y.
, and
Litaka Y.
, Bull. Chem. Soc. Jpn. , 1971 , 44 , 56 .
7.
Oakes T.R.
,
Donovan T.J.
, J. Org. Chem. , 1973 , 38 , 1319 .
8.
Dillinger H.J.
,
Fengler G.
,
Schumann D.
, and
Winterfeldt E.
, Tetrahedron , 1974 , 30 , 2553 .
9.
Junjappa H.
,
Saxena M.K.
,
Ramaiah D.
,
Loharay B.B.
,
Rath N.P.
, and
George M.V.
, J. Org. Chem. , 1998 , 63 , 9801 .
10.
Nair V.
, and
Vinod A.U.
, J. Chem. Soc. Chem. Commun. , 2000 , 1019 .
11.
Nair V.
,
Vinod A.U.
, and
Rajesh C.
, J. Org. Chem. , 2001 , 66 , 4427 .
12.
Beaudegnies R.
, and
Ghosez L.
, Tetrahedron Asymmetry , 1994 , 5 , 557 .
13.
Gilchrist T.L.
,
d'A A.M.
,
Gonsalves R.
, and
Pinho e Melo T.M.V.D.
, Pure Appl. Chem. , 1996 , 68 , 859 .
14.
Anary-Abbasinejad M.
,
Moslemine M.H.
, and
Anaraki-Ardakani H.
, J. Fluorine Chem. , 2009 , 130 , 368 .
15.
Anary-Abbasinejad M.
,
Mosslemin M.H.
, and
Anaraki-Ardakani H.
, Synlett , 2009 , 16 , 2676 .
16.
Anary-Abbasinejad M.
,
Mosslemin M.H.
,
Anaraki-Ardakani H.
, and
Tahan S.
, J. Chem. Res. , 2006 , 306 .
17.
Anary-Abbasinejad M.
,
Mosslemin M.H.
,
Tahan S.
, and
Anaraki-Ardakani H.
, J. Chem. Res. , 2006 , 170 .
18.
Walborsky H.M.
, and
Persiasamy M.P.
(1983 ) In:
Patai S.
, and
Rappoport Z.
(eds). The chemistry of functional groups , Wiley , New York , p. 835 .
19.
Marcaccini S.
, and
Torroba T.
, Org. Prep. Proced. Intl. , 1993 , 25 , 141 .
20.
Moderhack D.
, Synthesis , 1985 , 1083 .
