A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaldehyde on cuprous iodide doped alumina

被引:39
|
作者
Kabalka, GW [1 ]
Zhou, LL
Wang, L
Pagni, RM
机构
[1] Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA
[2] Univ Tennessee, Dept Radiol, Knoxville, TN 37996 USA
关键词
cuprous salts; Mannich reaction; solventles; microwave;
D O I
10.1016/j.tet.2005.10.049
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaidehyde on cuprous iodide doped alumina has been developed. beta-Aminoalkynes are generated in good yields. The reaction can be extended to include a cyclization, which affords 2-substituted benzo[b]furans. The chemoselectivity of the reaction indicates that terminal alkynes are much more reactive than enolizable ketones under the reaction conditions. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:857 / 867
页数:11
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