Synthesis of 3-halo-2,5-disubstituted furans via CuX mediated cyclization-halogenation reactions

被引:4
|
作者
Yazici, Arife [1 ]
Pyne, Stephen G. [1 ]
机构
[1] Univ Wollongong, Sch Chem, Wollongong, NSW 2522, Australia
基金
澳大利亚研究理事会;
关键词
Cyclization-halogenation; Cyclization-cyanation; Cu(I) salts; 2,3,5-Trisubstituted furans;
D O I
10.1016/j.tetlet.2011.01.120
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Cu(I) halide (X = I, Br, Cl) mediated reactions of Cbz-protected cis-2-phenylethenyl-3-hydroxypyrrolidine gave novel 3-halo-2,5-trisubstituted furans in good yields, via a cyclization-halogenation, ring-opening reaction sequence. In contrast, the reactions with CuCN gave mainly the corresponding 3-cyanofuro[3,2-b]pyrrole formed from a cyclization-cyanation reaction. (C) 2011 Published by Elsevier Ltd.
引用
收藏
页码:1398 / 1400
页数:3
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