Abstract
A fast and convenient coupling reaction of terminal alkynes was achieved using (diacetoxyiodo)benzene as an oxidant in the absence of palladium catalysts, providing a simple method for the synthesis of diynes in good yields in short time.
References
1.
Glaser C.
, Ber. Dtsch. Chem. Ges. , 1869 , 2 , 422 .
2.
Glaser C.
, Ann. Chem. Pharm. , 1870 , 154 , 137 .
3.
Siemsen P.
,
Livingston R.C.
, and
Diederich F.
, Angew. Chem., Int. Ed. Engl. , 2000 , 39 , 2634 .
4.
Has A.S.
, J. Org. Chem. , 1962 , 27 , 3320 .
5.
Rossi R.
,
Carpita A.
, and
Bigelli C.
, Tetrahedron Lett , 1985 , 26 , 523 .
6.
Lei A.
,
Srivastava M.
, and
Zhang X.
, J. Org. Chem. , 2002 , 67 , 1969 .
7.
Vlasa M.
,
Ciocan-Tarta I.
,
Margineanu F.
, and
Oprean I.
, Tetrahedron , 1996 , 52 , 1337 .
8.
Liu Q.
, and
Burton D.J.
, Tetrahedron Lett , 1997 , 38 , 4371 .
9.
Sonogashira K.
,
Tohda Y.
, and
Hagihara N.
, Tetrahedron Lett , 1975 , 16 , 4467 .
10.
Fairlamb I.J.S.
,
Bauerlein P.S.
,
Marrison L.R.
, and
Dickinson J.M.
, Chem. Commun. , 2003 , 632 .
11.
Yan J.
,
Wu J.L.
, and
Jin H.W.
, J. Organomet. Chem. , 2007 , 692 , 3636 .
12.
Varvoglis A.
, Hypervalent iodine in organic synthesis , Academic Press : London , 1997 .
13.
Stang P.J.
, and
Zhdankin V.V.
, Chem. Rev. , 1996 , 96 , 1123 .
14.
Zhdankin V.V.
, and
Stang P.J.
, Chem. Rev. , 2002 , 102 , 2523 .
15.
Okuyama T.
, Acc. Chem. Res. , 2002 , 35 , 12 .
16.
Grushin V.V.
, Chem. Soc. Rev , 2000 , 29 , 315 .
17.
Brandsma L.
,
Verkruijsse H.D.
, and
Walda B.
, Synth. Commun. , 1991 , 21 , 137 .
18.
Li J.H.
,
Liang Y.
, and
Zhang X.D.
, Tetrahedron , 2005 , 61 , 1903 .
19.
Uchida A.
,
Nakazawa T.
,
Kondo I.
,
Iwata N.
, and
Matsuda S.
, J. Org. Chem. , 1972 , 37 , 3749 .
20.
Grant B.
, Mol. Cryst. Liq. Cryst. , 1978 , 48 , 175 .
21.
Shirakawa E.
,
Nakao Y.
,
Murota Y.
, and
Hiyama T.
, J. Organomet. Chem. , 2003 , 670 , 132 .
22.
Damle S.V.
,
Seomoon D.
, and
Lee P.H.
, J. Org. Chem. , 2003 , 68 , 7085 .
