Abstract
Palladium-catalysed vinylation of aryl halides in water without org anic cosolvent via microwave irradiation under phase transfer conditions to give the trans-stilbenes and substituted trans-cinnamic acid in good to high yield.
References
1.
(a)
Heck R.F.
, J. Am. Chem. Soc. , 1968 , 90 , 5518
2.
Heck R.F.
, Org. React. 1982 , 27 , 345
3.
Heck R.F.
, Palladium Reagents in Organic Synthesis , Academic press , London , 1985
4.
Tsuji J.
, Palladium Reagents and Catalysts: Innovations in Organic Synthesis , John Wiley, & Sons : Chichester , 1995
5.
de Meijere A.
,
Meyer F. F.
, Angew. Chem. Int. Ed. Engl. , 1994 , 33 , 2379
6.
Cabri W.
,
Candiani I.
, Acc. Chem. Res. , 1995 , 28 , 2
7.
Brase S.
,
de Meijere A.
, in Metal Catalyzed Cross-Couping Reaction ,
Diederich F.
,
Stang P. J.
, Eds, Wiley : New York , 1998 , Chapter 3.
8.
(a)
Jeffery T.
, J. Chem. Soc., Chem. Commun. , 1984 , 1287 .
9.
Jeffery T.
, Tetrahedron Lett. , 1985 , 26 (22 ), 2667
10.
Jeffery T.
, Tetrahedron Lett. , 1990 , 31 (46 ), 6641 .
11.
(a)
Jeffery T.
, Tetrahedron Lett. , 1994 , 35 (19 ), 3051
12.
Bumagin N.A.
,
Bykov V. V.
,
Sukhomlinova L. I.
,
Tolstaya T. P.
,
Beletskaya I. P.
, J. Organomet. Chem. , 1995 , 486 , 259 .
13.
Karabelas K.
,
Westerlund C.
, and
Hallberg A.
, J. Org. Chem. , 1985 , 50 , 3896 .
14.
Grigg R.
,
Loganathan V.
,
Santhakumar V.
,
Sridharan V.
, and
Teasdale A.
, Tetrahedron Lett. , 1991 , 32 , 687 .
15.
Andersson C.-M.
,
Hallberg A.
, J. Org. Chem. , 1988 , 53 , 2112 .
16.
Reetz M. T.
,
Lohmer G.
,
Schwickardi R.
, Angew. Chem. Int. Ed. Engl. , 1998 , 37 , 481 .
17.
Varma R.S.
,
Naicker K. P.
, and
Liesen P. J.
, Tetrahedron Lett. , 1999 , 40 , 2075 .
18.
Moineau J.
,
Pozzi G.
,
Quici S.
,
Sinou D.
, Tetrahedron Lett. , 1999 , 40 , 7683 .
19.
Larhed M.
,
Lindeberg G.
,
Hallberg A.
, Tetrahedron Lett. , 1996 , 37 , 8219 .
20.
Larhed M.
,
Hallberg A.
, J. Org. Chem. , 1996 , 61 , 9582 .
21.
(a)
Strauss C.R.
,
Trainor R. W.
, Australian J. Chem. , 1995 , 48 , 1665
22.
Galema S. A.
, Chem. Soc. Rev. , 26 , 233
23.
Bose A.K.
,
Banik B. K.
,
Lavlinskaia N.
,
Jayaraman M.
,
Manhhas M. S.
, Chemtech , 1997 , 27 , 18
24.
Loupy A.
,
Petit A.
,
Hamelin J.
,
Boullet F. T.
,
Jacquanlt P.
,
Mathe D.
, Synthesis , 1998 , 1213 –1234
25.
Varma Rajender S.
, Green Chemistry , 1999 , 43 –55 .
26.
(a)
Wang Jin-Xian
,
Wu Xiaowei
,
Hu Yulai
,
Zhao Kai
, and
Liu Zhanxiang
, J. Chem. Res.(S) , 1999 , 688 ; (M), 3038-3045
27.
Wang Jin-Xian
,
Xi Yunsheng
,
Wu Xiaowei
, and
Du Zhengyin
, Synth. Commun. , 1998 , 28 , 4619 .
28.
Wang Jin-Xian
,
Zhang Yumei
,
Huang Danfeng
, and
Hu Yulai
, J. Chem. Res.(S) , 1998 , 216 .
29.
Blettner C.G.
,
Konig W. A.
,
Stenzel W.
, and
Schotten T.
, J. Org. Chem. , 1999 , 64 , 3885 –3890 .
30.
Zhang Zhuang-Yu
,
Hu Hong-Wen
,
Gao Ji-Yu
, Fen zi cui hua , 1987 , 1 , 65 .
31.
Huang Zhi-zhen
,
Du Jingxing
,
Huang Xian
, Huaxueshiji , 1998 , 20 , 129 .
32.
(a)
Itatani Hiroshi
, and
Baibar J. C.
, J. Am. Oil, Chem. Soc. , 1967 , 44 , 147
33.
Zhang Shanyan
,
Xiao Seng
, Fenzicuihua , 1987 , 1 (2 ), 115 .
