Electrophile-Driven Regioselective Synthesis of Functionalized Quinolines

被引:99
作者
Ali, Shaukat
Zhu, Hai-Tao
Xia, Xiao-Feng
Ji, Ke-Gong
Yang, Yan-Fang
Song, Xian-Rong
Liang, Yong-Min [1 ]
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
基金
美国国家科学基金会;
关键词
HIGHLY SUBSTITUTED FURANS; CROSS-COUPLING REACTIONS; EFFICIENT SYNTHESIS; CATALYZED CYCLOISOMERIZATION; ORGANOBORON DERIVATIVES; CONVENIENT SYNTHESIS; SELECTIVE SYNTHESIS; ALPHA-PYRONES; CYCLIZATION; ISOQUINOLINES;
D O I
10.1021/ol2007154
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Highly substituted 3-iodoquinolines bearing different alkyl and aryl moieties can be synthesized in moderate to excellent yields (up to 99%) by 6-endo-dig iodocyclization of 2-tosylaminophenylprop-1-yn-3-ols with molecular iodine (I-2) under mild conditions. The cyclization is highly regioselective and the resulting 3-iodoquinolines can be further functionalized by various coupling reactions.
引用
收藏
页码:2598 / 2601
页数:4
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