Abstract
A series of N-aryltrifluoroacetimidoyl chlorides and 1-alkynes were converted into α-imino alkynes by a Sonogashira reaction using Pd(PPh3)4/DABCO as the catalyst. The reaction proceeded smoothly to give the coupled products in good to excellent yields.
References
1.
Smart B.E.
, J. Fluorine Chem. , 2001 , 109 , 3 .
2.
Gimenez D.
,
Andreu C.
, and
Olmo M.
Bioorg. Med. Chem. , 2006 , 14 , 6971 .
3.
Magueur G.
,
Crousse B.
,
Chameau S.
,
Grellierm P.
,
Begue J.-P.
, and
Bonnet-Delpon D.
, J. Med. Chem. , 2004 , 47 , 2694 .
4.
Gryshuk A.
,
Chen Y.
, and
Goswami L.N.
J. Med. Chem. , 2007 , 50 , 1754 .
5.
Korotchenko V.N.
,
Shastin A.V.
,
Nenajdenko V.G.
, and
Balenkova E.S.
, Tetrahedron , 2001 , 57 , 7519 .
6.
Prakash G.K.
,
Hu J.
, and
Olah G.A.
, Org. Lett. , 2003 , 5 , 3253 .
7.
Amii H.
,
Kishikawa Y.
, and
Uneyama K.
, Org. Lett. , 2001 , 3 , 1109 .
8.
Yu H.B.
, and
Huang W.Y.
, J. Fluorine Chem. , 1998 , 87 , 69 .
9.
Komeyama K.
,
Sasayama D.
,
kawabata T.
,
Takehira K.
, and
Takaki K.
, J. Org. Chem. , 2005 , 70 , 10679 .
10.
Magueur G.
,
Crousse B.
, and
Bonnet-Delpon D.
, Tetrahedron Lett. , 2005 , 46 , 2219 .
11.
Kel'in A.V.
,
Sromek A.W.
, and
Gevorgyan V.J.
, J. Am. Chem. Soc. , 2001 , 123 , 2074 .
12.
Van den Hoven B.G.
, and
Alper H.
, J. Am. Chem. Soc. , 2001 , 123 , 10214 .
13.
Faust R.
, and
Gobelt B.
, Tetrahedron Lett. , 1997 , 38 , 8017 .
14.
Liu S.Y.
,
Sheng H.Y.
, and
Huang Y.Z.
, Synthesis , 1991 , 235 .
15.
Gu Z.
,
Li Z.Z.
,
Liu Z.C.
,
Wang Y.
,
Liu C.B.
, and
Xiang J.N.
, Catal. Commun. , 2008 , 9 , 2154 .
16.
Liang B.
,
Dai M.J.
,
Chen J.H.
, and
Yang Z.
, J. Org. Chem. , 2005 , 70 , 391 .
17.
Yi C.Y.
, and
Hua R.M.
, J. Org. Chem. , 2006 , 71 , 2535 .
18.
Uneyama K.
, and
Watanabe H.
, Tetrahedron Lett. , 1991 , 32 , 1459 .
19.
Wu Y.M.
,
Zhang M.
, and
Li Y.Q.
, J. Fluorine Chem. , 2006 , 127 , 218 .