Facile synthesis of 3,3-diallyl isoindolones via a indium-mediated double allylation of ortho-cyanobenzoates

被引：22
|
作者：
Kim, Sung Hwan
Kim, Se Hee
Kim, Ko Hoon
Kim, Jae Nyoung [1 ]
机构：
[1] Chonnam Natl Univ, Dept Chem, Kwangju 500757, South Korea
来源：
TETRAHEDRON LETTERS | 2010年 / 51卷 / 05期
关键词：
Isoindolones; Indium; Barbier reaction; Double allylation; ortho-Cyanobenzoates; ALPHA-HOMOALLYLIC ALCOHOLS; AQUEOUS-MEDIA; ASYMMETRIC-SYNTHESIS; MECHANISTIC PROPOSAL; ADDITION-REACTIONS; ORGANIC-REACTIONS; BARBIER REACTION; NITRILES; REAGENTS; ISOINDOLINONES;
D O I：
10.1016/j.tetlet.2009.12.034
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Various 3,3-diallyl isoindolones were synthesized via a indium-mediated Barbier type double allylation reaction of ortho-cyanobenzoates in good yields in short time. The reactivity of nitrile group toward allylindium is sufficient to form a cyclic compound when a suitable electrophilic center is present in the same molecule to trap the imine intermediate. (c) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：860 / 862
页数：3
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